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Executive Evolution

Executive Evolution

80 episodes — Page 1 of 2

The Role of Mentorship in Shaping Leaders with Phillip Wambsganss

"When you're growing, it's really easy to lose connection with people." In this episode, Craig P. Anderson welcomes Phillip Wambsganss, President of Higher Education Servicing Corporation (HESC), to explore how mentorship, humility, and intentional connection shape great leadership. Phillip shares how early career failures, strong mentors, and self-reflection guided his evolution from a young banker to a seasoned nonprofit executive. He and Craig discuss the challenges of leading a growing organization, staying present with teams, and the lifelong balance between confidence and empathy. With stories that bridge personal growth and professional purpose, Phillip reminds us that leadership begins with listening and grows through service. After You Listen: Get your copy of Management Waste by Larry O'Donnell: https://www.amazon.com/Management-Waste-Steps-Clean-Purpose/dp/1952421101 Connect with Phillip Wambsganss on LinkedIn: https://www.linkedin.com/in/phillip-wambsganss-2019829/ Check out Higher Education Servicing Corporation: https://www.hescloans.com/ Check out North Texas Higher Education Authority: https://www.nthea.com/ Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Key Takeaways Mentorship and positive reinforcement can completely transform a leader's trajectory Staying present and connected with your team becomes harder and more vital as organizations grow Effective leaders communicate openly, reflect often, and don't take things personally Things to listen for: (00:00) Intro (01:01) Mentorship and professional growth (02:08) Influences on Phillip's leadership style (05:02) What leadership means and owning the vision (08:03) First leadership roles and early failures (15:22) Growth through mentorship and self-reflection (18:42) Leading a growing team and staying connected (21:34) Decompression, service, and balance outside work (24:14) From peer to boss: navigating the shift (26:04) Phillip's advice to his younger self

Oct 23, 202530 min

Developing Leadership Beyond Accounting Skills with Cassie Dunn

"It's not just about winning clients. It's about building a culture where people want to stay and grow." In this episode, Craig P. Anderson welcomes Cassie Dunn, Managing Partner at Haines, Isenbarger & Skiba LLC, to share her journey of leadership in the accounting world. Cassie opens up about the lessons she's learned leading through growth, acquisitions, and client transitions, including why sometimes letting go of clients can be the best move for employee happiness and long-term success. She reflects on her earliest leadership roles, from high school cross country captain to coxswain in college, and how those experiences shaped her approach to humility, hard work, and empowering others. Craig and Cassie also tackle the role of soft skills in leadership, the challenges of talent shortages in accounting, and why culture is at the center of every decision she makes. After You Listen: Connect with Cassie Dunn on LinkedIn: https://www.linkedin.com/in/cassie-dunn-b037a846/ Learn more about Haines, Isenbarger & Skiba LLC: http://www.hainescpa.com Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Sign up for Craig's Monthly Business Leadership Webinars: https://us02web.zoom.us/meeting/register/3GDgSdp_RfGqegxIXIbAYg Key Takeaways Culture is the foundation for sustainable growth Employee happiness drives efficiency and client success Soft skills are just as important as technical expertise Things to listen for: (00:00) Intro (02:01) Lightning round leadership insights (04:16) Why peer support matters in leadership (07:17) Defining leadership and business growth (08:19) How acquisition affects culture fit (10:43) Reframing accounting as a decision-making discipline (13:01) Leadership lessons from a former cross country team captain (16:05) What to focus on as a leader of a growing company (21:35) Value of learning soft skills early

Oct 9, 202524 min

Chasing Impact Over Transactions in Sales With Mandy Minitello

"Sales success isn't about the perfect pitch. It's about building trust that lasts." In this episode, Craig P. Anderson welcomes Mandy Minitello, sales coach and host of Chasing Impact, Not Sales, to explore what it takes to sell and lead in today's world. Mandy shares how being "volun-told" into training others sparked a passion for teaching and coaching that shaped her career. Craig and Mandy unpack why the best leaders let others shine, how to reverse-engineer goals with the end in mind, and why confidence and mindset matter more than tactics. From AI's growing role in sales to the importance of creating authentic relationships, Mandy reveals why impact, not transactions, drives sustainable success. After You Listen: Connect with Mandy Minitello: https://www.linkedin.com/in/mandyminitello/ Check out Mandy's website: https://mandyminitello.com/ Check out Mandy's podcast Chasing Impact, Not Sales: https://mandyminitello.com/podcast Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Key Takeaways: Great leaders are guides, not heroes Sales success depends on trust, not slide decks Mindset and confidence fuel lasting impact Things to listen for: (00:00) Intro (01:25) Craig and Mandy's shared history (02:15) Books that shaped Mandy's leadership style (03:29) Mandy's leadership crush (04:07) Defining leadership in ten words (06:34) Being "volun-told" into leadership (08:19) Lessons from early leadership (11:08) Rethinking sales leadership today (15:04) How AI is changing the sales process (22:59) Key lessons from Mandy's leadership journey

Sep 25, 202524 min

REPLAY: How Structure Turns Passion into a Thriving Business with Marc Rust

"Leadership is about turning people into doers." In this episode, Craig Anderson talks with Marc Rust, CEO and Founder of Consequently Creative, about the intersection of creativity, leadership, and vision. Marc shares his journey from creative director to business owner, highlighting the importance of setting clear standards, fostering initiative, and balancing passion with structure. He talks about how hiring people with strong personal passions leads to stronger teams, why fear holds so many leaders back, and how gratitude can open doors to success. Marc also reflects on leadership lessons from Richard Branson, the power of audacity, and why finishing what you start is just as crucial as starting in the first place. After You Listen: Connect with Marc Rust on LinkedIn Visit Marc's website at marcrust.com Check out Consequently Creative Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Embrace audacity and take initiative, even when the path isn't clear Hire people with personal passions and foster an environment where creativity thrives Set a clear vision, reinforce appreciation, and don't let fear hold you back Things to listen for:(00:00) Intro (01:25) Marc's early leadership journey (02:38) Lightning round: leadership insights (09:08) How creativity and leadership intersect (16:05) Hiring passionate people and building great teams (20:30) The role of vision in scaling a business (24:54) Why gratitude and appreciation matter in leadership (28:15) Leadership advice Marc would give his younger self

Sep 11, 202531 min

Embracing Humanity in Everyday Leadership Moments with Tricia Naddaff

"It's not about being the smartest in the room—it's about creating space for others to contribute." In this episode, Craig P. Anderson welcomes Tricia Naddaff, President of Management Research Group, to explore what it really means to lead through change, complexity, and feedback. Tricia shares how her earliest leadership lessons—like being a fourth-grade bus stop monitor—shaped her approach to self-awareness, responsibility, and building resilient teams. Craig and Tricia discuss why context matters as much as vision, how neuroscience reveals our leadership habits, and what happens when leaders shift from "I have to know everything" to "we'll figure it out together." Drawing from humanitarian work and years of coaching leaders, Tricia offers practical, human-centered advice for anyone who wants to grow as a leader—no matter where they start. After You Listen: Connect with Tricia Naddaff on LinkedIn: https://www.linkedin.com/in/tricianaddaff/ Learn more about Management Research Group: https://www.mrg.com/ Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Sign up for Craig's Monthly Business Leadership Webinars: https://us02web.zoom.us/meeting/register/3GDgSdp_RfGqegxIXIbAYg Key Takeaways Self-awareness is foundational for authentic leadership Context, objectives, and resources shape every leadership decision Feedback is a tool for growth, not judgment Things to listen for: (00:00) Intro (02:31) Why neuroscience matters for leaders (05:44) Lessons from leading in humanitarian settings (09:35) Defining leadership beyond style or vision (16:24) Navigating raw moments and team dynamics (18:25) Early leadership experiences and learning from feedback (21:21) The importance of self-knowledge (24:46) Tricia's evolving leadership style (29:50) Advice Tricia would give her younger self

Aug 28, 202535 min

Leading with Choice, Movement, and Impact with Sean McDonald

"It's okay to not know the answers, but it's not okay to sit on that." In this episode, Craig P. Anderson speaks with Sean McDonald, President of MOR Associates, about navigating leadership in the face of autonomy, uncertainty, and change. Sean shares how his early experiences taught him to step into responsibility before he had a title - and why that mindset remains critical today. Sean and Craig explore the challenges leaders face when they don't have all the answers, how to build trust during turbulent times, and why empathy requires action. Drawing on his own experiences and working with not-for-profit leaders, Sean offers a grounded, forward-looking perspective on leadership development. After You Listen: Connect with Sean McDonald on LinkedIn: https://www.linkedin.com/in/mcdonaldsean/ Check out MOR Associates: https://morassociates.com/ Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Sign up for Craig's Monthly Business Leadership Webinars: https://us02web.zoom.us/meeting/register/3GDgSdp_RfGqegxIXIbAYg Key Takeaways: Autonomy builds leadership muscles, especially when support is limited Listening creates trust, but action builds momentum In times of uncertainty, focus on what you can control Things to listen for: (00:00) Intro (01:25) Recommended reading for leaders (02:47) Lessons Sean learned from his father (04:24) Leadership as choice, movement, and impact (06:27) Navigating leadership in nonprofits (09:02) Insights from Sean's first leadership experience (11:35) The impact of AI on leadership (16:31) Sean's professional leadership journey (22:00) Challenges in leadership during change (27:15) Advice for young leaders

Aug 14, 202530 min

Building Beverage Brands with Vision and Grit with Dan Fahrner

"Enjoy the process and don't just focus on the future and the outcomes so much." In this episode of Executive Evolution, Craig Anderson sits down with Dan Fahrner, founder and CEO of Shake Up Cocktails and Hi & Mighty Distillery. From touring the country in a van with his band to leading a fast-growing canned cocktail brand, Dan shares how his leadership style evolved across wildly different stages of life. He reflects on lessons from working with creatives, managing part-time ambassadors across multiple states, and building a company around inspiration rather than control. He and Craig explore how casting a clear vision, pivoting with purpose, and aligning team incentives have been key to scaling with intention. After You Listen: Connect with Dan Fahrner on LinkedIn: https://www.linkedin.com/in/danielfahrner/ Check out Shake Up Cocktails: https://drinkshakeup.com/ Check out Hi & Mighty Distillery: https://www.drinkhiandmighty.com/ Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Sign up for Craig's Monthly Business Leadership Webinars: https://us02web.zoom.us/meeting/register/3GDgSdp_RfGqegxIXIbAYg Key Takeaways: Lead with inspiration, not fear, to unlock your team's potential Align incentives to drive behavior and reinforce company values Stay open to pivoting when new information reveals a better path Things to listen for: (00:00) Intro (00:21) Lessons from leadership in a call center (01:55) Dan's leadership insights (06:56) The privileges and challenges of leadership (14:30) Building Shake Up Cocktails (19:36) Adapting and pivoting in business (23:58) Managing a part-time workforce (28:02) The importance of enjoying the process

Jul 31, 202534 min

Leadership Beyond Titles with Dr. Lani Jones

"Leadership is influence with purpose and direction and service to others." In this episode, Craig P. Anderson speaks with Dr. Lani Jones, Owner and Founder of HBL Advisory Group, about the mindset shifts leaders must make when stepping into positions of influence, regardless of whether they hold the title. Dr. Jones reflects on her early leadership experience training interpreters in a clinical setting, where she learned to own her expertise and communicate with clarity and confidence. She and Craig explore how impostor syndrome can be reframed as a sign of growth, why feedback must be timely and constructive, and how leadership is as much about serving others as it is about direction and decision-making. After You Listen: Connect with Dr. Lani Jones on LinkedIn Check out HBL Advisory Group Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways Influence begins before the title—leadership is about showing up with agency Give and receive feedback in real-time to build trust and momentum Reframe imposter syndrome as part of the growth process, not a flaw Things to listen for: (00:00) Intro (00:36) The importance of timely feedback (02:17) Discussing 'Necessary Endings' by Dr. Henry Cloud (06:09) Pursuing your leadership crush (10:28) Keeping the human touch as a leader (11:21) Early leadership role reflections (25:55) A nuanced take on imposter syndrome (32:36) A better way to receive feedback

Jul 17, 202536 min

How Faith and Humility Inspire Strong Leadership with Brian Wheeler

"True leadership isn't about doing it all yourself. It's about helping others rise to the occasion." In this episode, Craig P. Anderson talks to Brian Wheeler, the President and Chief Visionary Officer of The Vertical Life, for an insightful conversation about leadership. Brian shares his leadership journey, from high school entrepreneurship to leading a faith-based nonprofit organization focused on developing young leaders. Brian's story is a testament to the power of vision, humility, and influence in leadership. Brian reflects on key moments of his leadership evolution, including the lessons he learned as a teenager running a pressure washing business, and the ongoing work of leading with purpose in a mission-driven organization. He emphasizes the importance of self-discovery for young leaders and how developing a mindset of service, rather than self-centered ambition, has been crucial to his leadership style. After You Listen: Connect with Brian Wheeler on LinkedIn Check out The Vertical Life Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Leadership is about influence, not age, authority, or title Humility as a leader leads to better collaboration and growth Faith in your mission fuels motivation and commitment in your team Things to listen for: (00:00) Intro (00:30) The importance of vision in leadership (01:33) Brian's leadership insights (07:12) Brian's early leadership journey (11:24) Leadership in faith-based organizations (16:36) The role of humility in leadership

Jul 3, 202527 min

Top 3 Leadership Mistakes to Avoid

"Leadership starts with clarity—and the courage to act on it." In this episode, Craig Anderson takes the mic solo to share the three leadership mistakes he sees time and again: outsourcing your vision, waiting for certainty, and over-indexing on empathy. Drawing from decades of experience and recent coaching conversations, Craig reflects on why leaders must stop looking for consensus and start setting direction. He opens up about times he made the wrong call, how he course-corrected, and why taking imperfect action is better than standing still. Craig also unpacks how empathy without accountability can stall a team—and what it really looks like to lead with both compassion and conviction. Whether you're navigating your first strategic plan or struggling to have hard conversations, Craig's insights will help you evolve with confidence and purpose. After You Listen: Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Download Craig's "10 Tips to Level Up Your Leadership" guide Key Takeaways: Vision starts at the top—not in a group vote Leaders grow by acting, adjusting, and learning Empathy means being honest, not avoiding discomfort Things to listen for: (00:00) Intro (01:18) Stop crowdsourcing your vision (02:38) The cost of indecision (05:44) A real story about making the wrong call (08:52) When empathy becomes avoidance (11:31) Building empathy into your leadership style (12:41) How to hold high standards with kindness (13:41) The most empathetic thing might be a hard truth (14:38) A call to action for evolving leaders

Jun 19, 202515 min

Building Great Teams through Empowerment and Empathy featuring Peter Dunn

"Leadership is about building others up while getting out of their way." In this episode, Craig Anderson talks with Peter Dunn, founder and CEO of Your Money Line, about what it really takes to grow into a leadership role. Pete shares candid reflections on how he went from a self-focused leader to someone committed to empowering others through trust, transparency, and support. He opens up about past missteps, the guilt he carries over early leadership choices, and the ongoing work of becoming someone worth following. Pete also explores why feedback is an act of care, how empathy and performance go hand in hand, and why the mission behind Your Money Line is so deeply personal. Whether you're a new leader or a seasoned executive, Pete's story is a reminder that leadership is less about having the answers—and more about asking the right questions. After You Listen: Connect with Peter Dunn on LinkedIn Check out Your Money Line Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Feedback is an investment in someone's growth Empathy makes hard conversations more effective Leadership is about helping others shine, not just hitting goals Things to listen for:(00:00) Intro (01:11) Seeing leadership potential in others (02:15) Pete's book for HR leaders (03:00) The difference between givers and takers in leadership (04:06) What it means to truly empower your team (05:39) Creating a coaching tree inside your business (07:00) Pete's leadership role model (08:11) Learning from a strong executive team (09:56) Valuing teammates' career journeys (11:22) Pete's first leadership experiences (13:25) Recognizing privilege and using it for good (15:10) Identifying and developing high-potential team members (17:11) Leadership lessons from unexpected places (18:34) Telling the truth with empathy (20:07) Leading with curiosity and compassion (21:17) The impact of mission-driven leadership (26:11) How culture reinforces the mission (27:18) The advice Pete would give his younger self (28:53) The role of self-awareness in leadership growth

Jun 5, 202532 min

Bringing Your Authentic Self is Key to Leadership with Debra Chromy

"Leadership is about authenticity, vulnerability, and building strong connections." In this episode, Craig Anderson talks with Dr. Debra Chromy, President and CEO of Trellis Company, about her evolution as a leader and the lessons she's learned over her career. Debra shares her journey from early leadership roles to becoming a CEO, emphasizing the importance of being your authentic self and leading with vulnerability. She discusses how showing up as your true self fosters trust within teams, why curiosity is essential in leadership, and how making tough decisions for the organization, even at personal cost, defines strong leadership. Debra also reflects on the challenges of leading through change, the power of strategic planning, and how surrounding yourself with the right team can help drive success. After You Listen: Connect with Dr. Debra Chromy on LinkedIn Check out Trellis Company Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Lead with authenticity to build trust and drive results Use vulnerability as a leadership tool to foster collaboration Surround yourself with the right people to enable success Things to listen for: (00:00) Intro (01:00) The importance of authenticity in leadership (03:15) How vulnerability builds trust within teams (06:30) The role of curiosity in addressing leadership challenges (09:00) Making tough decisions for the organization's future (12:45) The impact of strategic planning on organizational success (15:30) Debra's leadership lessons from past experiences (18:00) Creating a culture of transparency and feedback within teams (20:45) The leadership advice Debra would give her younger self

May 22, 202534 min

Navigating the Shift from Individual Contributor to Leader with Ben Pippenger

"Great leaders know when they're wrong." In this episode, Craig Anderson talks with Ben Pippenger, Co-Founder and Staff Product Manager of Zylo, about the evolution of leadership and the lessons learned from building and scaling a company. Ben shares his journey from an individual contributor to a leader, emphasizing the importance of understanding what truly motivates a team. He discusses how recognition—not just money—keeps employees engaged, why leaders must carve out time for their people, and how making mistakes can be a powerful learning tool. Ben also reflects on lessons from his time at Salesforce, the challenges of maintaining company culture at scale, and why leadership isn't just about getting things done—it's about bringing people along with you. After You Listen: Connect with Ben Pippenger on LinkedIn Check out Zylo Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Understand what motivates your team to drive engagement and performance Prioritize recognition over money to build lasting team appreciation Embrace mistakes as learning opportunities to grow as a leader Things to listen for:(00:00) Intro (01:30) Ben's transition from contributor to leader (04:12) The role of motivation in building a high-performance team (07:28) How Salesforce's leadership principles influenced Ben's approach (10:18) Why leadership isn't just about more productivity (14:23) The importance of career paths for non-managers (18:30) Creating a culture of recognition and peer feedback (22:45) The one leadership lesson Ben would tell his younger self

May 8, 202525 min

How Structure Turns Passion into a Thriving Business with Marc Rust

"Leadership is about turning people into doers." In this episode, Craig Anderson talks with Marc Rust, CEO and Founder of Consequently Creative, about the intersection of creativity, leadership, and vision. Marc shares his journey from creative director to business owner, highlighting the importance of setting clear standards, fostering initiative, and balancing passion with structure. He talks about how hiring people with strong personal passions leads to stronger teams, why fear holds so many leaders back, and how gratitude can open doors to success. Marc also reflects on leadership lessons from Richard Branson, the power of audacity, and why finishing what you start is just as crucial as starting in the first place. After You Listen: Connect with Marc Rust on LinkedIn Visit Marc's website at marcrust.com Check out Consequently Creative Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Embrace audacity and take initiative, even when the path isn't clear Hire people with personal passions and foster an environment where creativity thrives Set a clear vision, reinforce appreciation, and don't let fear hold you back Things to listen for: (00:00) Intro (01:25) Marc's early leadership journey (02:38) Lightning round: leadership insights (09:08) How creativity and leadership intersect (16:05) Hiring passionate people and building great teams (20:30) The role of vision in scaling a business (24:54) Why gratitude and appreciation matter in leadership (28:15) Leadership advice Marc would give his younger self

Apr 24, 202531 min

Leadership in Medicine: Lessons for Every Professional with Ian McCoog

"What you put out as a leader will be heard and will affect every level of the organization." In this episode, Craig Anderson talks with Ian McCoog, Assistant Professor of Medical Education at Geisinger Commonwealth School of Medicine and author of Leadership Bites. Ian explores the challenges healthcare professionals face when transitioning from clinical expertise to leadership roles. Drawing from his book and personal experience, Ian shares how leadership theories can guide decision-making and foster team collaboration. He also emphasizes the importance of self-care for maintaining balance in high-pressure environments and discusses how storytelling can make leadership lessons stick. After You Listen: Visit Ian's website at ianmccoog.com Connect with Ian McCoog on LinkedIn Get a copy of Ian's book, Leadership Bites Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Build confidence by understanding that everything you say or do as a leader has an impact on your team and organization Develop competence by leveraging leadership frameworks and reflecting on lessons learned from experience Maintain calm by finding moments for self-care, even during hectic and demanding days Things to listen for: (00:00) Intro (01:38) Ian's early leadership journey (02:38) Lightning round: leadership insights (07:51) Challenges in medical leadership (16:01) Leadership theories and applications (18:24) Maintaining equilibrium in medicine(20:17) Resident leadership as a paradigm

Apr 10, 202525 min

Why Developing People Strengthens Your Business with Brook Gratia

"A good leader is someone who is helping others become the best of themselves." In this episode, Craig Anderson sits down with Brook Gratia, President of Edgewater CPA Group, to explore the realities of leadership, scaling a business, and the challenges of integrating new teams. Brook shares her journey from launching her firm to leading a team of 20, reflecting on key leadership lessons—like hiring the right people, adapting to team dynamics, and navigating the emotional complexities of leadership. She opens up about the difficulties of merging company cultures, setting clear expectations, and balancing the demands of running a business while supporting employees. After You Listen: Connect with Brook Gratia on LinkedIn: https://www.linkedin.com/in/brook-avey-gratia-54275b6/ Check out Edgewater CPA Group: https://www.edgewatercpa.com/ Connect with Craig on LinkedIn: https://www.linkedin.com/in/craigpanderson/ Subscribe to Craig's "The Evolving Leader" newsletter: https://clearpathcoaches.com/stay-in-touch Key Takeaways: Hire the right people from the start to save time, stress, and money Separate your identity from employee decisions while still showing care Build structured processes to keep teams aligned and accountable Things to listen for: (00:00) Intro (02:10) Best leadership book (05:03) Leadership inspirations (08:45) Defining leadership (11:42) Early leadership roles (15:54) Challenges in growing a business (27:13) Get out of the weeds and lead

Mar 27, 202533 min

From Dog Lovers to Business Leaders with Uptown Pup

"Oftentimes, positive reinforcement training ability translates well to humans too." In this episode, Craig Anderson talks with Mandy Stetzel and Kathleen Schonsheck, Co-owners of Uptown Pup, about how they built a successful pet care business by prioritizing transparency, trust, and a strong team culture. Mandy and Kathleen share their journey from passionate dog lovers to business owners despite having no formal business or leadership training. They discuss how they learned to lead, the importance of hiring and mentoring the right people, and how staying true to their values has helped them grow a business that serves both people and pets. They also explore how positive reinforcement—used in training dogs—can apply to leadership, the role of financial transparency in building team trust, and why leading by example is the best way to create a thriving workplace. After You Listen: Visit Uptown Pup's website at uptownpupindy.com Follow Uptown Pup on Instagram: @uptownpupindy Like Uptown Pup on Facebook: Uptown Pup Follow Mandy & Kathleen on BlueSky: The Uptown Girls Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Trust your instincts and learn from experience—even when you make mistakes Invest in leadership books, mentorship, and financial transparency with your team Know yourself, recognize your triggers, and prioritize self-care to be a better leader Things to listen for: (00:00) Intro (01:02) Meet the owners of Uptown Pup (01:52) Lightning round: leadership books (05:01) Lightning round: leadership crushes (09:11) The early days of building Uptown Pup (12:47) Hiring and team building strategies (16:29) Growing into leadership roles (22:36) Maintaining culture and vision

Mar 13, 202532 min

Why Trusting Your Gut Matters for Building Strong Teams with Jack MacKenzie

"It's our job to make sure that we hire someone who is the right fit. Because not being a good fit is a terrible thing for someone who you offer a job to." In this episode, Craig Anderson sits down with Jack MacKenzie, President of CollegeAPP to discuss his journey as a leader and the lessons he's learned from building successful teams. Jack reflects on stepping into his first major leadership role as a student body president and leading a fast-growing company, sharing insights on hiring challenges, why a 50% success rate can be a win, and the importance of addressing misalignment early. He also emphasizes the power of creating a vision that inspires belief and drives alignment, offering practical advice for cultivating transparency, trust, and accountability within teams. After You Listen: Connect with Jack MacKenzie on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Trust your instincts in hiring; red and yellow flags often point to deeper alignment issues Lead with vision and conviction to inspire belief and motivate teams toward shared goals Balance vulnerability and confidence to build trust while staying true to your vision Things to listen for: (00:00) Intro (01:52) The lightning round (09:36) Believing so strongly others follow naturally (13:13) Lessons from leading a student government (15:39) Biggest takeaways on building strong teams (22:30) Spotting red flags and trusting your gut (28:14) Why leaders shouldn't take themselves seriously

Feb 27, 202532 min

The Power of Relatable and Transparent Leadership with Kyle McDowell

"You can't build trust without relatability and authenticity—when your team knows you're genuine, trust naturally follows." In this episode, Craig Anderson sits down with Kyle McDowell, author of Begin With We and founder of Kyle McDowell Inc., to discuss his evolution as a leader and the principles that have shaped his leadership philosophy. Kyle shares how his transformative journey led to the creation of his "10 We's"—a set of principles designed to foster trust, authenticity, and collaboration within teams. Reflecting on the highs and lows of his corporate career, Kyle opens up about the mistakes that shaped his leadership style, the challenges of stepping away from the corporate world, and the lessons he learned about relatability and building a culture of excellence. After You Listen: Connect with Kyle McDowell on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Earn trust by leading with authenticity and relatability Inspire teams by removing barriers and empowering them to excel Foster a culture of excellence through shared principles and accountability Things to listen for: (00:00) Intro (02:10) Leadership lightning round (07:30) Lessons from leadership mistakes (13:40) The power of self-reflection in leadership (18:15) The "10 We's" and their impact on team culture (23:10) Overcoming skepticism and earning trust (30:00) Balancing empathy and accountability as a leader (37:00) Advice for new and experienced leaders alike

Feb 13, 202539 min

Navigating Leadership Challenges Through Trust and Balance with Christiana Thornton

"You can't lead an organization unless you have people coming alongside you to accomplish that task." In this episode, Craig Anderson sits down with Christiana Thornton, CEO of Granite Edvance, to talk about her evolution as a leader and the pivotal moments that shaped her leadership philosophy. Christiana reflects on her journey, from stepping into her first major leadership role to assembling a high-performing team that drives organizational success. She shares the challenges of navigating isolation as a new leader, balancing people-pleasing tendencies with the need for decisiveness, and learning to trust and delegate effectively. After You Listen: Connect with Christiana Thornton on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Build trust with your team by fostering confidence and collaboration to unlock greater potential Lead with confidence by making tough decisions and acting decisively, even when it's unpopular Delegate effectively and empower others by leveraging your team's strengths to achieve more together Things to listen for: (00:00) Intro (02:10) Leadership lightning round (07:01) The power of trust in leadership (10:16) Overcoming isolation as a new leader (13:30) Lessons in delegation and collaboration (17:45) Balancing ambition with boundaries (22:20) Building aligned teams for long-term success

Jan 30, 202529 min

How Great Leaders Guide the Way Without Defining the Path with Chrystal Struben

"You're setting the direction. But how you get from Point A to Point B is really up to that person." In this episode, Craig Anderson sits down with Chrystal Struben, President and CEO at AYS Inc, to share her journey as a leader navigating the complexities of nonprofit organizations. Chrystal reflects on her experience following a 34-year founder, sharing how she developed her unique leadership style while building trust and driving organizational growth. Chrystal shares the challenges of balancing compassion with accountability and emphasizes the importance of clear communication and empowering teams. With her leadership philosophy, "Be the compass, not the map," and inspiration from thought leaders like Gino Wickman, she offers practical insights on building trust, managing change, and communicating vision effectively. After You Listen: Connect with Chrystal Struben on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Set the big vision for your team. Guide, and don't micromanage Embrace structure. Consistency builds trust and clarity, reduces chaos, and aids in smoother operations Learn from mentors. Their insights can provide invaluable support and perspective on your leadership journey Things to listen for: (00:00) Intro (02:36) Lightning round with leadership insights (07:13) Be the compass, not the map (08:28) Building structure to guide your team (12:39) Why vision must come first in leadership (16:04) Balancing compassion with leadership authority (19:51) Leading in mission-driven organizations

Jan 16, 202524 min

REPLAY: Discipline Defines Success with Patricio Daneri

"If you have discipline around your actions, discipline around your, your, your schedule, you're gonna, you're gonna find success." After an unbalanced start to his professional life, Patricio Daneri, Managing Director of Energy Harness Corporation, discovered the power of empathy and discipline, transforming his team and ultimately developing a successful business empire. Now he has a keen eye for unlocking potential in others and helping them surpass their own expectations. In this episode, Patricio shares his story of moving to the United States from Argentina at 16 and how he brings this unique cultural understanding and dedication to his work now. Listen in to hear how Patricio came to understand the importance of self-awareness and nurturing individual strengths and what you can do to become an advocate for discipline and empathy within your team. After You Listen: Check out "Good to Great" by Jim Collins Get your copy of "Rocket Fuel" by Gino Wickman Connect with Patricio on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Focus on your empathy and discipline skills to drive successful business management Research the benefits of data analytics for optimizing energy management Don't take work home with you, business isn't personal Things to listen for:(00:00) Intro (00:22) Lightning round (07:57) Patricio's first leadership role (14:52) Balancing work and personal life (23:38) How to balance visionary and integrator roles (24:42) Patricio's advice for his younger self (28:10) Craig's takeaways

Jan 2, 202530 min

REPLAY: Put People First and Success Follows with Kyle Lacy

"Leaders are meant to serve. It's not an ego trip. It's how you serve your team." When Kyle Lacy, now CMO of Jellyfish, took on his first leadership role, it was all about him and his performance. But over time, he's learned to check his ego at the door and focus on pouring into his people instead to achieve more success than he ever thought possible. In this episode, Kyle shares his insights on investing in team members' career growth, managing stress, and understanding how to effectively lead and motivate people. Listen in for a deeper understanding of what servant leadership looks like and how to put it into practice. After You Listen: Check out "Do Better Work by Max Yoder" and "How to Stop Worrying and Start Living by Dale Carnegie" Connect with Kyle on LinkedIn Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Key Takeaways: Take the ego out of leadership and focus on serving your teams Work to understand how your team members work best and what motivates them Go big picture: to best support your people think about their careers, not just their daily tasks Things to listen for: (00:00) Intro (02:35) Lightning round with Kyle (05:30) Mentoring your team for their career growth (12:04) Understanding the weight of leadership (15:55) Navigating constant change without getting burnt out (18:23) Kyle's advice for his younger self (19:07) Craig's takeaways

Dec 19, 202421 min

Why Empathy and Clarity Are Key for Leadership Success with Adam Hayes

"A true challenge in leadership is learning when to step back and let others find their own path from A to Z." In this episode of Executive Evolution, Craig Anderson talks with Adam Hayes, owner of Hayes Group Marketing, about the journey of leading and scaling a small business. Adam shares how he transitioned from a hands-on approach to a visionary role, focusing on empowering his team through trust, clear communication, and structured systems. Drawing on over 20 years of experience, Adam emphasizes the importance of balancing guidance with autonomy, building a solid organizational framework, and using regular check-ins to maintain alignment with the company's vision. After You Listen: Connect with Adam on LinkedIn Check out Hayes Group Marketing Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Define a clear vision. Make sure your team understands it, so they can align their actions with your business goals Encourage team ownership. Let them be part of the solution, which drives engagement and accountability Learn to balance empathy with tough conversations. Compassionate leadership fosters trust and better outcomes Things to listen for: (00:00) Intro (02:01) Leadership influences and favorite books (06:29) First experiences in leadership and early lessons (09:18) Balancing guidance and independence (12:35) The importance of structured communication (17:30) Scaling a small business with a vision-driven approach (20:01) Goals for the future and stepping into a full-time visionary role

Dec 5, 202420 min

How Vulnerability and Openness Make Resilient Teams with Susan Baroncini-Moe

"A really powerful lesson is knowing that it is okay to admit when you've made a mistake. That shows people that your ego isn't getting in the way of you showing up as a good human." In this episode of Executive Evolution, Craig Anderson sits down with Susan Baroncini-Moe, Executive Coach and CEO at Baroncini-Moe Executive Coaching, about leadership grounded in empathy, self-awareness, and authenticity. Susan shares the importance of vulnerability in building team trust and explains why candid feedback, rather than anonymous reviews, strengthens teams. Susan reflects on her early career managing her father's medical practice and shares the leadership lessons she learned firsthand through these experiences. She also advises fostering a safe, open culture that promotes honesty, growth, and authenticity, which is essential for today's executives. After You Listen: Get your copy of Fierce Leadership by Susan Scott Connect with Susan Baroncini-Moe on LinkedIn Check out Baroncini-Moe Executive Coaching Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Develop emotional intelligence and self-awareness to inspire authentic connections Build a legacy of integrity and growth through honest, open communication Approach difficult conversations with empathy and listening first Things to listen for: (00:00) Intro (02:26) Lightning round (17:46) Mastering self-awareness (18:29) Evolving leadership philosophy (19:00) The power of vulnerability (20:01) Handling mistakes with grace (20:52) The weight of leadership (27:30) The role of a coach (31:31) The pitfalls of Performance Improvement Plans

Nov 21, 202436 min

Building Great Teams through Empowerment and Empathy featuring Peter Dunn

"Instead of protecting their feelings for them, I've learned that it's their job to protect their feelings. It's my job to give them the truth, and you can do it in an empathic way." In this episode, Craig Anderson speaks with Peter Dunn, CEO of Your Money Line, about the leadership lessons that come from embracing empathy and self-awareness. Peter recounts his early experiences where he focused on achieving his personal goals, only to realize that true leadership means helping others grow. He shares how this shift in perspective transformed his approach and led to better team outcomes. After You Listen: Get your copy of Give and Take by Adam Grant Connect with Peter Dunn on LinkedIn Check out Your Money Line Connect with Craig on LinkedIn Subscribe to Craig's "The Evolving Leader" newsletter Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Leadership is about providing resources and removing obstacles to help your team succeed Empathy in communication, especially during difficult conversations, is crucial for effective leadership Nurturing potential in team members who may not see it in themselves promotes internal growth and leadership development Things to listen for: (00:00) Intro (02:32) Lightning round with Peter Dunn (04:05) Setting up a "talent bomb" (11:09) How self-awareness shapes leadership growth (15:35) Leadership is a privilege (16:37) The power of empathy in leadership (21:57) Maturity means being comfortable with difficult conversations

Nov 7, 202432 min

Essential Leadership Lessons from the Navy with Daniel Anderson

"Leadership is about more than directing, it's about inspiring your team and guiding them towards a shared goal." In this episode of Executive Evolution, Craig Anderson interviews his son, Daniel Anderson, discussing various aspects of leadership experienced throughout Daniel's naval career. Daniel reflects on his initial leadership role as a Combat Electronics and Main Propulsion Division Officer upon joining the Navy. He shares his insights into the balance between hands-on leadership and administrative duties, the evolution of his leadership strategies, and the application of the "good dude" theory of leadership. After You Listen: Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Identify individual motivations to inspire and effectively lead your team Delegate tasks according to team strengths to maintain efficiency Trust your team but verify their work to ensure accountability and foster growth Things to listen for: (00:00) Intro (02:10) Lightning round (05:55) Navigating team dynamics in the Navy (08:16) How to balance leadership and learning (14:43) Lessons on delegation and micromanagement (19:45) The 'good dude' theory in leadership (22:50) How to improve time management in leadership

Oct 24, 202426 min

Balancing Impact and Intent in Leadership with Caroline Abeleda

"Make sure your intent and the impact are aligned, right? Because even if it's not necessarily a positive situation, if you do your job well, then it should be articulated objectively and with the right tone and outcome." In this episode of Executive Evolution, Craig Anderson chats with Caroline Abeleda, Co-Founder of Exploradoor. Caroline discusses why treating your team with dignity is essential, even in difficult situations like layoffs. She explains how embracing vulnerability helped her address the challenges of transitioning from peer to leader and how this openness fostered trust within her team. Caroline also talks about the realities of leading a company that's always in growth mode, and where time management and resource allocation play a crucial role. After You Listen: Get your copy of Leaders Eat Last by Simon Sinek Connect with Caroline on LinkedIn Check out Exploradoor Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Show your team honesty in one-on-one conversations to build trust and strengthen relationships. Ensure your leadership actions match your business goals to achieve desired outcomes Handle tough decisions with compassion, preserving the dignity of your team members Things to listen for: (00:00) The lightning round (07:22) Defining leadership beyond the title (10:38) Becoming a leader among your peers (15:07) Challenges of leading a company that's always in growth mode (19:13) The Importance of self-awareness in leadership

Oct 10, 202425 min

How Emotional Intelligence Creates Impactful Leaders with Cassie Mecklenburg

"Leadership is getting in the trenches with those you serve and leading by example." In this episode of Executive Evolution, Craig Anderson chats with Cassie Mecklenburg, Executive Director of Sheltering Wings, about how emotional intelligence and empathy play a big role in leadership. Cassie shares her story, starting from her leadership roles in college all the way to running a successful non-profit, and how she leads at Sheltering Wings today. She talks about how she balances big-picture thinking with the day-to-day stuff, and why having a team with different strengths makes all the difference. After You Listen: Connect with Cassie on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Practice empathy by understanding your team's challenges Surround yourself with diverse perspectives to enrich decision-making Lead by example by getting in the trenches and showing you're willing to do the hard work alongside them Things to listen for: (00:37) The importance of emotional intelligence (01:54) How to navigate tough topics with people-first leadership (03:49) Knowing when to compromise or stand firm (15:03) The importance of curiosity in leadership (17:31) From daily tasks to community-focused leadership (20:07) How to be a coach and not just a problem solver (24:25) Why leaders should build friendships with their teams

Sep 26, 202428 min

Acknowledging the Challenges while Staying Positive with Steve Rupp

"Be confident in yourself to pour into other people what they need." In this episode, our host, Craig Anderson, is joined by Steve Rupp, a seasoned real estate coach and passionate leader. Steve shares how managing from a place of confidence and generosity can break the negative cycle of threatened leadership and drive real team success. Listen in as Steve recounts his journey from his first leadership role as a Boy Scout patrol leader to his impactful career in real estate coaching. He discusses the critical lessons learned along the way, emphasizing the importance of building trust and improving communication through creative team-building exercises. You'll also hear about the transformative power of mentorship and effective delegation. Steve offers actionable insights on how young leaders can motivate their teams from within and the art of asking the right questions to inspire self-reliance and ongoing improvement. After You Listen: Get your copy of Leadership Promises for Every Day by John Maxwell Connect with Steve on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Be confident and provide your team with the right tools—don't feel threatened. It's essential for positive leadership. Stay positive and maintain confidence for your team, even during challenging times. Positivity is contagious. Embrace the power of questioning. Encourage self-discovery instead of providing all the answers. Things to listen for: (00:00) The lightning round (02:23) Defining leadership (07:09) Leadership lessons from the Boy Scouts (11:07) Challenges of young leadership (15:19) Scarcity vs. contribution in leadership (17:45) The importance of creativity in leadership (23:31) The role of curiosity in effective leadership (27:14) Steve's advice to his younger self

Sep 12, 202432 min

Transforming Young Talent into Leaders with Evan Huck

"Leadership isn't just about steering the ship. It's about making sure every crew member knows they're on the right journey." In this episode of Executive Evolution, our host Craig Anderson sits down with Evan Huck, CEO of UserEvidence, to discuss the highs and lows of leading through uncertainty, building a thriving remote culture, and inspiring a mission-driven team. Join us to discover how Evan leads with empathy and insight, even when facing the hard truths of executive life. After You Listen: Get your copy of Let My People Go Surfing: The Education of a Reluctant Businessman by Yvon Chouinard Connect with Evan on LinkedIn Check out UserEvidence Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Sharing your company's story openly fosters trust and keeps your team motivated, especially during tough times Documenting priorities and progress helps everyone to be aligned and focused Curiosity and humility: these qualities drive growth and problem-solving within the company Things to listen for: 01:22 Evan's Leadership Journey 01:52 Lightning Round: Leadership book 03:48 Leadership Influence 08:23 Defining Leadership 10:31 Early Leadership Roles 16:30 Lessons in Leadership 22:56 Final Thoughts and Takeaways

Aug 29, 202425 min

The Pillars of Emerging Leadership with Jackie Freiberg

"Leadership is about more than making decisions. It's about being curious, courageous, and continuously learning from those around you." In this episode of Executive Evolution, host Craig Anderson welcomes Dr. Jackie Freiberg, co-founder of Epic Work, Epic Life, to discuss building brave leaders who embrace risks and seek better ways to lead. Jackie shares invaluable insights on creating a support network, addressing problems quickly, and surrounding yourself with advisors who challenge your decisions. She emphasizes the transformational power of asking questions and avoiding "I know" statements, drawing on her rich experience with iconic leaders. Tune in and learn about practical wisdom from a seasoned leadership expert. After You Listen: Get your copy of Nuts!: Southwest Airlines' Crazy Recipe for Business and Personal Success Connect with Jackie on LinkedIn Check out Epic Work, Epic Life Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Emerging leaders must cultivate a mindset of curiosity and courage to ask questions and seek better ways of doing things It's important for leaders to build a strong support system of trusted advisors and to develop superior public speaking skills Effective leadership requires avoiding toxic work environments and fostering an atmosphere of feedback, empathy, and grace Things to listen for:02:14 Lightning Round with Jackie 02:21 Discussing Leadership Books 05:22 Leadership Crushes 10:26 Defining Leadership 12:50 Challenges for New Leaders 18:03 Dealing with Bad Bosses 21:50 Key Lessons for Successful CEOs 28:35 Final Advice for New Leaders 33:12 Conclusion and Key Takeaways

Aug 15, 202435 min

Creating a Values-Driven Business Culture featuring Matt Tait

"True leadership isn't just about making decisions. It's about being authentic, serving your team, and building real connections." In this episode of Executive Evolution, host Craig Anderson sits down with Matt Tait, CEO of Decimal, to have a conversation about the transformative power of authentic leadership. Matt shares how transparency and authenticity have steered him through challenging times, including scaling a company and navigating the uncertainties of the pandemic. He also jumps into the importance of leading with core values, managing both up and down within your organization, and the necessity of self-care for sustainable leadership while opening up about his reliance on family support, executive coaching, and peer groups. After You Listen: Get your copy of The Great CEO Within by Matt Mochary Get your copy of I'm Proud of You: Life Lessons from My Friend Fred Rogers Connect with Matt on LinkedIn Follow Matt's podcast, After the First Million Check out Decimal Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Position your office to engage with your team. Align furniture for eye contact and spontaneous conversations to build relationships Embrace transparency. Openly share challenges and plans to gain trust and validate your team's feelings Stay healthy for better leadership. Prioritize daily workouts, even if it means waking up early for "me" time Things to listen for: [02:05] Lightning round with Matt [19:34] Advice Matt would give to his younger self [21:23] Craigs takeaways

Aug 1, 202423 min

The Secrets of Mentally Strong Leaders featuring Scott Mautz

"Leadership isn't just about making decisions and giving orders. It's about building resilience, mental strength, and guiding your team through adversity." In this episode of Executive Evolution, host Craig Anderson sits down with leadership speaker and author, Scott Mautz, to discuss the essentials of becoming a mentally strong leader. Join us as Scott shares invaluable insights from his extensive research and new book, The Mentally Strong Leader. You'll learn how to stop chasing approval, start chasing authenticity, and develop the mental strength you need to lead effectively. Tune in to learn practical tools for building resilience, making smart decisions, and maintaining a positive presence. After You Listen: Get your copy of Good to Great by Jim Collins Connect with Scott on LinkedIn Get Scott's book, The Mentally Strong Leader Check out Scott's website Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Quit chasing approval and embrace your authenticity and trust you were chosen for a reason Build mental strength by regulating emotions, thoughts, and behaviors even in tough situations Prepare for difficult conversations by imagining sitting next to the person, not across Things to listen for: [02:40] Lightning round with Scott [06:55] The importance of mental strength in leadership [11:12] The balance between confidence and vulnerability [21:31] Advice Scott would give to his younger self [24:08] Craigs takeaways

Jul 18, 202426 min

Building Emotional Connections in Leadership featuring Grant Calder

Leadership isn't just about telling people what to do. It's about inspiring them to achieve their full potential and creating a sense of belonging and trust within your team. In this episode of Executive Evolution, our host, Craig Anderson, is joined by Grant Calder, CEO and founder of Flyt Coaching. Grant discusses the importance of emotional connections in the workplace, how they strengthen business success, and the transformative power of asking the right questions. Discover why building close relationships with your team matters and how coaching can lead to success. After You Listen: Get your copy of Coaching for Performance by John Whitmore Connect with Grant on LinkedIn Check out Flyt Coaching Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Building emotional connections with employees and colleagues is crucial for business success Leaders should embrace diverse communication styles and personalities within their teams to enhance decision-making Consistently showing care, support, and presence for team members can foster loyalty and a sense of belonging Things to listen for: [01:33] Lightning round with Grant [11:57] Leaders empower others [15:04] Everything gets done through people [21:02] Establish a sense of trust and safety in your leader [23:36] Every leader is different, and that's okay [29:16] Advice Grant would give to his younger self [34:23] Craigs takeaways

Jun 20, 202436 min

Leading Through Discomfort featuring Jason Barnaby

Leadership often requires stepping out of your comfort zone. And once you do this, you'll find growth. In this episode of Executive Evolution, our host Craig Anderson is joined by Jason Barnaby, Founder and President of Fire Starters Inc., to dive deep into a candid conversation that peels back layers of personal and professional growth, focusing on the role of discomfort in leadership. Join us as Jason discusses his most challenging leadership moments and why he believes being uncomfortable is not just inevitable but essential for growth. After You Listen: Get your copy of Tribes: We Need You to Lead Us by Seth Godin Connect with Jason on LinkedIn Check out Fire Starters Inc. Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Prioritize mental health and seek help early to prevent burnout and maintain leadership effectiveness Foster collaboration by valuing team input and allow collective ideas to shape big initiatives Admit when you're unsure and encourage your team to do the same Things to listen for: [02:15] Lightning round with Jason [06:14] Embrace discomfort for personal and business growth [18:36] Disc profiles impact leadership [21:20] Exceed expectations, learn, adapt, become subject [24:11] Assess sales meetings and hold one-on-ones for accountability [27:59] Mental health and well-being matters [29:14] Checking in on others is important [37:31] Advice Jason would give to his younger self [40:18] Craigs takeaways

Jun 6, 202442 min

Navigating New Leadership Transitions featuring Chad Schultenover

"Leadership isn't just about directing people on what to do. It's about inspiring them to see what they could achieve and helping them unlock that potential." In this episode of Executive Evolution, our host Craig Anderson is joined by Chad Schultenover, GM and COO at Meridian Hills Country Club, to share the critical importance of mentorship, strategic patience, and emotional intelligence in successful leadership. Join us as Chad shares how leadership roles require not only understanding organizational culture but also effective communication, relationship building, and the ability to inspire and empower others. After You Listen: Get your copy of Leading Change by John P. Kotter Connect with Chad on LinkedIn Check out Meridian Hills Country Club Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Whether you're climbing the leadership ladder or already at the top, find a mentor to provide you with guidance and a different perspective that is crucial for personal and professional growth Understand your team's and stakeholders' needs to help craft more inclusive and effective strategies Embrace change and strategic patience for gradual and accepted improvements without alienating the team Things to listen for: [02:03] Lightning round with Chad [07:48] Leadership means recognizing potential in others [11:53] Mentorship, promotion, and transition in leadership roles is key [18:55] New leaders should cautiously implement changes [24:03] Emotional intelligence increases hospitality [22:11] Advice Chad would give to his younger self [24:00] Craigs takeaways

May 23, 202426 min

Honest Communication for Leadership Excellence with Steven Gaffney

Your team's truest potential comes to life when you cultivate an environment of emotional safety. In this episode of Executive Evolution, our host Craig Anderson is joined by Steven Gaffney, President and CEO of Steven Gaffney Company, to share invaluable insights into the heart of effective leadership. Steven shares how creating a culture where communication thrives can prevent the debilitating build-up of issues within your business and offers powerful personal anecdotes, highlighting how speaking up and addressing the unsaid not only alleviates stress but also strengthens teams. Join us as Steven shares his masterclass for those looking to improve their leadership skills and drive meaningful change. After You Listen: Get your copy of Switch: How to Change Things When Change Is Hard by Chip & Dan Heath Connect with Steven on LinkedIn Check out Steven Gaffney Company Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways: Cultivate an emotionally safe environment to foster open communication and address problems before they escalate Encourage leaders to elicit unfiltered feedback and make accountable decisions without primarily seeking consensus Mentor and coach future leaders to promote leadership development and drive continuous innovation within the organization Things to listen for: [02:09] Lightning round with Steven [07:25] Mood's have an impact on productivity and interaction [12:17] Communication and problem-solving are crucial for success [14:00] Seek help and support during tough times [19:55] Seek input, but be accountable for your final decision [23:56] Be open, stay alert, reassess and adapt [27:37] What advice Steven would give to her younger self [30:18] Craigs takeaways

May 9, 202432 min

Personal Development and Health in Leadership with Liz Higgins

Leadership is not always about being center stage. It's about being able to hold other people up, help them feel supported, and guide them to success. In this episode of Executive Evolution, our host Craig Anderson sits down with Liz Higgins, the founder and therapist at Millennial Life Counseling, to dive into her journey as a leader. Liz dives into the importance of relationships, the impact of coaching and mentorship, and the significance of self-awareness in leadership. Join us as Liz shares her wealth of leadership experience and how to navigate the challenging waters of leadership. After You Listen: Get your copy of Hero on a Mission by Donald Miller Connect with Liz on LinkedIn Check out Millennial Life Counseling Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Apr 25, 202426 min

Elevate Your Leadership Game Through Authenticity with Kathleen Steffey

Authenticity… it's a word we hear a lot. And leading with authenticity is the key puzzle piece to creating a successful team. In this episode, Kathleen Steffey, CEO and Founder of Naviga Recruiting & Executive Search, joins us to discuss the evolution of her leadership style, the impact of authentic communication on her team and clients, and the importance of maintaining one's spirit amidst the challenges of leadership. Join us as Kathleen shares her how-to guide on leading a successful, passion-filled team. After You Listen: Get your copy of Geno: In Pursuit of Perfection by Geno Auriemma Connect with Kathleen on LinkedIn Check out Naviga Recruiting & Executive Search Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Apr 11, 202425 min

Building Balanced Teams with Heather Heuman

Becoming a successful leader begins with knowing your 'why.' It's the foundation for building a strong culture and developing an effective team. In this episode, Heather Heuman, CEO and founder of Sweet Tea Social Media Marketing, joins us to share her entrepreneurial wisdom and leadership insights. She brings a unique angle to leading a virtual team, the positives of owning your weaknesses, and understanding your personal 'why.' Join us as Heather shares her how-to guide on becoming the best leader you can be, while developing a team and culture that excels. After You Listen: Get your copy of Start with Why by Simon Sinek Connect with Heather on LinkedIn Check out Sweet Tea Social Marketing Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Mar 28, 202431 min

A Leader's Journey From Self-Doubt to Self-Trust: Featuring Rachel Downey

Roadblocks are a given when it comes to leadership. But it's how you deal with these roadblocks that matters. In this episode, Rachel Downey, founder, CEO, and Executive Producer of Share Your Genius, joins us to share her personal story into leadership and valuable lessons that can help us navigate our own leadership paths with more confidence and resilience. Join us as we unpack Rachel's 5 tips to navigating challenges, seizing opportunities, and evolving through self-awareness and intentional actions. After You Listen: Get your copy of The 7 Habits of Highly Effective People by Stephen Covey Connect with Rachel on LinkedIn Check out Share Your Genius Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Mar 14, 202428 min

Strategies to Develop the Next Generation of Leaders with Nick Smarrelli

The younger generation is the future of leadership. And it's our responsibility to equip them with the right tools and knowledge to succeed in their leadership roles. In this episode, professor, advisor, and performance coach, Nick Smarrelli, dives into the big challenges faced by young leaders and how to overcome them. He also discusses the the evolution of leadership in the workplace and the importance of understanding individual team members' unique traits rather than imposing a one-size-fits-all approach. Join us as we share actionable advice for nurturing the next generation of leaders and how to develop them to become successful. After You Listen: Connect with Nick on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Feb 29, 202425 min

Mastering the Message: Leveraging the Influence of Language in Leadership with Andrea Petrone

In the fast-paced world of leadership, it's easy to get caught up in the power and status that come with the role. Leading with humility, relating to others, and demonstrating humility can create a more positive and inclusive leadership environment. In this episode, Performance and Executive Coach, Andrea Petrone shares his invaluable insights into the challenges and lessons of transitioning into a C-suite role, particularly the importance of mindset, humility, and clear communication. Join us as we unpack the essential attributes of successful C-suite leaders and explore the journey of evolving into an outstanding executive. After You Listen: Get your copy of The Five Temptations of a CEO by Patrick Lencioni Connect with Andrea on LinkedIn Check out The World Class Leaders Show Follow Andrea on Youtube Sign up for Andrea's Newsletter Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Feb 15, 202427 min

Secrets of Successful Sales Leadership with Matt Nettleton

When thinking about sales leadership, there are specific challenges that you'll go through, but there are also a vast amount of opportunities that arise. In this episode, Matt Nettleton, President at Sandler DBT, joins us to share his insights on the key roles of successful sales leaders, the importance of setting up the right systems and creating a culture where making mistakes are encouraged. He also goes into detail on the long-term practices that contribute to the success of sales leaders. Join us are we share the secrets to mastering sales leadership that unlock doors of opportunities. After You Listen: Get your copy of The Dichotomy of Leadership by Jocko Willink Connect with Matt on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Feb 1, 202425 min

Uncovering Your 'Why' in Leadership with Matt Cuzzort

Discovering your 'why' can be tricky. But once you figure that piece out, you can root back to purpose, and growth becomes natural rather than a challenge. In this episode, Matt Cuzzort, Head Coach at Orangetheory Fitness Broad Ripple, joins us to share his journey of becoming a leader in the fitness industry, reflect on his experience of leading through challenges, and how he built a strong team culture. He discusses the importance of seeking mentorship, finding his zone of genius, and maintaining energy through the reinforcement of his 'why.' Join us as we unpack Matt's journey and how he used his 'why' to shape his evolution as a leader in the fitness industry. After You Listen: Get your copy of Start With Why by Simon Sinek Connect with Matt on Instagram or Facebook Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations

Jan 18, 202422 min

Diversity of Thought in Leadership Teams with Pete Dunbar

Diversity of thought is essential for evolution, but a lot of times leaders don't embrace this opportunity. In this episode, Pete Dunbar, Regional President of American Bank of Freedom, joins us to share actionable advice on the importance of diversity of thought in leadership teams and the value it adds to decision-making processes, the power of intentional, day-to-day leadership, efficient planning, and more. Listen in for more of Pete's leadership insights and gain a deeper understanding of the power in making room for a range of ideas and perspectives. After You Listen: • Get your copy of Megatrends and by John Nesbitt • Connect with Pete on LinkedIn • Connect with Craig on LinkedIn • Check out Craig's monthly free training on holding difficult conversations

Jan 4, 202427 min

Socrates, Plato, and Leadership with Jack Hope

Your value lies in who you are as an individual, not what you do on a day-to-day basis. In this episode, Jack Hope, President of Hope Plumbing, joins us to discuss why as a leader you have to recognize your unique strengths and the perspective you bring to the table, be it understanding customers, strategic problem-solving, or team development. Along the way, Jack also shares the pivotal moments that led to his growth as a leader. Listen in for more of Jack's unique leadership insights and a deeper understanding of the power of having a formula for how you want to lead. After You Listen: • Get your copy of The Trial and Death of Socrates by Plato and Good to Great by Jim Collins • Learn more about Hope Plumbing • Connect with Craig on LinkedIn • Check out Craig's monthly free training on holding difficult conversations

Dec 21, 202325 min

Co-Creative Leadership Lessons with Lori Byrd

Public speaking is hard, but does it have to be? For a long time the answer was 'yes' for Lori Byrd, President and Co-Founder of 1909 Digital. Quiet classrooms and museums were her comfort zone and then she found herself standing on stages talking to international audiences. In this episode, Lori shares her insights and experiences as a leader in the digital marketing industry, offering valuable lessons on public speaking, co-creation, and building a strong team culture. Listen in to learn some of Lori's quick tricks for showing up more confidently when all eyes are on you and to hear why your mindset around the audience's point of view needs to change. After You Listen: • Get your copy of Pedagogy of the Oppressed by Paulo Freire • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations

Dec 7, 202326 min

Don't Be Afraid to Crash with Melissa St. John

"If you've not crashed, you're not driving fast enough." Those words of wisdom come from Lyn St. James, a professional race car driver and motivational speaker. In this episode, our guest, Melissa St. John, CEO and Owner of Relocation Strategies, explains how she took that concept and applied it to her leadership journey. Many leaders are held back by the fear that they might not be qualified enough to lead and resort to playing it safe. But as Melissa shares her story of becoming a leader for the first time—when she bought the company she's currently led for almost 17 years—she reminds us you can always lean on the experience of others and the power of questions to overcome any challenge as a leader. Listen to discover why you shouldn't be afraid to make mistakes or "crash" as you navigate each new turn your leadership journey presents. After You Listen: • Learn more about the Indiana Conference for Women • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations

Nov 23, 202326 min