Startup Therapy

In today's Startup Therapy Podcast, Wil and Ryan discuss whether founders are driven by fear or greed. In the world of startups, there's a question that keeps coming up: what drives founders? Is it the fear of failure, or is it the pursuit of wealth and success, often labeled as greed? In this episode, we delve into the motivations behind entrepreneurs' unique journeys. We explore the delicate balance between these two forces, seeking to uncover what truly fuels the hearts of founders as they navigate their daily challenges.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:37 Are founders really greedy?05:00 Fear as motivation10:54 Getting paid as a founder16:19 A founder's fear of being called “greedy”20:00 Recognizing founder’s achievements22:26 Fear and greed cycle

In today's Startup Therapy Podcast, Wil and Ryan discuss how you as a founder will know if you’re building the right or wrong product. Have you ever had an idea, but you're just not sure if it's good? It's something that many entrepreneurs can relate to - that anxious feeling of whether what you think would be a successful product could actually just be a waste of your time. So how do you actually know if you’re building the right product?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:08 How do you know if you’re building the right product?03:07 Ask your customers first05:32 Don’t fall in love with your product idea08:07 Start with solving a problem09:38 Lessons from the Fundable experience16:52 The MVP approach to startup ideas20:49 Learning from past mistakes27:45 When great products fail to shine32:35 Knowing when to drop a product idea

In today's Startup Therapy Podcast, Wil and Ryan discuss how startups are actually bought and sold. The process of buying and selling startups can be tricky. It's easy to get confused about how much a startup is really worth, and people sometimes have high hopes that don't match reality. When it comes to getting paid, the way deals are set up can be complicated, with some money coming right away and the rest later, often based on certain goals. To succeed in this startup world, it's important to understand these details and be realistic about what to expect.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:26 How are startups bought and sold?02:32 Know and understand how the process works07:45 Inbound calls in business sales11:35 What's your business really worth?16:35 Startup valuation21:54 The reality of getting paid when selling your business

In today's Startup Therapy Podcast, Wil and Ryan discuss when to quit or let go of your startup. If your startup has struggled for an extended period without meaningful progress, causing financial strain, and lacks market validation, it might be time to consider quitting. Additionally, if the startup is taking a toll on your physical and emotional well-being, negatively impacting relationships, or if you've lost passion for the project, quitting could be a wise decision. Remember, quitting isn't always a failure; sometimes, it's a strategic move toward a brighter entrepreneurial future.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:09 Do you want to quit?03:41 Would you stay in your startup if it were a job?06:48 When quitting is the smart choice09:08 What is quitting?14:01 Deciding when to quit a startup19:29 Staying for fear of failure26:29 When to let go

In today's Startup Therapy Podcast, Wil and Ryan discuss the challenge of maintaining a long-term vision in the fast-paced world of startups. It's easy to get sidetracked by short-term goals and immediate survival mode. But here's the deal: Founders need to find that sweet spot between the urgent stuff and the big-picture dream. Regularly reminding themselves why they started this journey and resisting the temptation of trendy distractions can help them stay on track. It's not about chasing quick wins; it's about building something that stands the test of time.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:08 When startups get stuck in survival mode02:20 Distractions from a long-term vision07:43 Confusing urgency from short-term decision-making14:06 “It takes time to build a good business…”16:38 Stop burning yourselves out over short-term expectations19:52 Ensuring your best work without regret24:42 Balancing speed and quality26:36 Building something meaningful over a decade

In today's Startup Therapy Podcast, Wil and Ryan discuss if you can replace yourself as a founder. Founders often struggle to step aside in a company because their deep commitment and personal connection to the company's mission are hard to duplicate. Their passion, values, and individual perspective are tough to find in an outsider, potentially causing a mismatch in goals and values. Moreover, it's emotionally challenging for founders to entrust someone else with their vision.In a nutshell, founders can't easily replace themselves because their unique identity and the company's culture are closely linked, making it hard to find someone who truly embodies their spirit.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:35 Can we replace the founder?03:02 Why changing the founder wouldn’t work06:06 “You can’t hire and train passion…”14:10 Know who you’re hiring19:14 Wanting to sabotage the new person22:08 Incentives in hiring26:31 You can’t replace yourself

In today's Startup Therapy Podcast, Wil and Ryan discuss who founders are really competing against. Founders are often never satisfied because they constantly set new, self-imposed benchmarks and goals. They compete against a changing definition of success, driven by their ego and perceptions of their peers. As they reach one milestone, they quickly construct new challenges, making it challenging to ever achieve lasting contentment in their entrepreneurial journey. Finding a balance between ambition and recognizing their achievements can lead to greater satisfaction and a healthier perspective on success.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:24 A founder's rollercoaster of satisfaction03:51 Why successful founders are never satisfied05:45 Peer competition10:37 The problem with comparison15:25 Competing for our own safety20:49 “We create a much more unsafe environment…”22:36 Competitors ability to affect your safety24:10 Endless chase of success28:34 Ego vs. Contentment33:38 Why we can’t find the finish line

In today's Startup Therapy Podcast, Wil and Ryan discuss the topic that investors and founders are not on the same side of the table. In the startup world, it's important to recognize that investors and founders don't always see eye to eye. Investors are primarily looking to make money, which can sometimes clash with a founder's vision. Balancing these interests can be tricky. Founders need to stay true to their startup's vision while also considering what their investors want, fostering a productive relationship. Good communication and finding common ground are key to ensuring the startup's success in the long run.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:08 Investors are only on the same side when everything is good04:07 This is your only bet, not the investor’s07:21 Guarantee of a paycheck10:15 Why does it matter to be on the same side?15:52 When investors believe you’re on the same side of the table…17:14 Investors have the luxury of saying no25:10 What’s valuable to you might be different from the investors

In today's Startup Therapy Podcast, Wil and Ryan discuss planning for the bad times and good times in your startup company. It's not all sunshine during the good times, and not all doom and gloom during the bad times. It's about striking that perfect balance in your startup's strategy. The secret to achieving longevity in the ever-shifting landscape of entrepreneurship? Continuous adaptation, vigilant monitoring of key performance indicators, and the ability to pivot when necessary, all while staying true to your business's core mission and values.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:59 Good and bad times aren’t just a single moment in time04:31 Are founders aware of these oscillations?05:45 “In good times, we plan for good times…”10:04 What is longevity for startups?19:04 Make decisions based on the likelihood of the outcome21:03 Opportunities are planted during bad times26:56 Plan for the hibernation

In today's Startup Therapy Podcast, Wil and Ryan discuss why a lower valuation exit can offer founders more advantageous financial outcomes than a higher valuation exit. This happens because of things like how much of the company's ownership each founder still has and what investors are expecting from their investments. As startups grow and get more funding, founders might end up owning less of the company. So even if an exit seems worth more on paper, the actual money each founder gets can be less due to having a smaller piece of the pie. Let’s delve into the maze of startup exits, exploring the delicate interplay between exit values, ownership, and the real-world implications.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:28 Navigating funding & exit strategies05:59 Optionality 09:23 Outcomes can vary depending on the funding path chosen13:46 Founder fatigue17:53 What are preferences?25:34 Protect your downside first

In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t fear the AI revolution that’s coming. Founders shouldn't fear changes in technology because embracing advancements can bring various advantages. These changes often lead to improved efficiency, streamlined processes, and better decision-making. Adapting to technological shifts enables founders to stay competitive, innovate, and explore new opportunities, ultimately fostering growth and success.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:44 Technology is always changing03:51 What happens when a revolution comes around?07:23 Why are we afraid of this?12:12 Become better tool operators17:40 Is displacement a bad thing?24:57 Not embracing the future can destroy you28:26 Be on the right side of change30:57 Change is scary33:25 AI taking decisions for us38:06 Are people lazy by nature?42:24 The negative effects of technology

In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t let investors become your customers. When you prioritize investor demands over customer needs in pursuit of additional funding, you risk losing touch with your market's true requirements. This could lead to developing products or services that don't align with customer expectations, potentially resulting in poor adoption and revenue generation. Over time, prioritizing investor preferences over customer feedback could erode customer trust and loyalty, negatively impacting your long-term business sustainability.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:12 Optimizing for what investors want02:13 Two types of investor feedback03:47 Being in the capital raising business04:53 What happens when you pitch to investors vs. provide to customers06:10 “You’re just as vulnerable at the beginning of fundraising as you are at the end of fundraising…”07:44 The investors don’t matter to the business09:10 Jumping on trend for the money16:37 Investors have a different game that they’re playing18:15 Investor Optics vs. Customer Value22:11 Navigating investor expectations and customer demands

In today's Startup Therapy Podcast, Wil and Ryan discuss what happens when founders stay out of the game for too long. Startup founders can't afford lengthy breaks from the game because the skills and mindset crucial for entrepreneurship can weaken over time. Startups demand ongoing learning and adaptability due to their rapid evolution. But here's the burning question: Can you still come back strong after a break, ready to tackle the dynamic challenges of the startup world?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:17 When you’re not relevant anymore03:58 The startup muscle05:54 Challenges in re-entering the game08:27 The difference between taking a rest and quasi-retiring10:08 Too soon or too late?12:51 Relationships and relevancy15:17 You lose relevance, relationships, and your mind18:37 Pitfalls of taking a break22:51 Don’t stay out of the game too long

In today's Startup Therapy Podcast, Wil and Ryan discuss if your dreams as a founder is an illusion. The dream seems so valuable because it's something you don't have right now. But it's essential to play test your goals and ask yourself if you'd truly enjoy it once you achieve them. Sometimes, the journey and the process of pursuing a startup are more important than the final outcome, so it's crucial to think about whether the sacrifices are really worth it for your long-term happiness and sense of purpose.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:08 What if your startup dream is bullsh*t?03:11 Investing in something uncertain07:59 Did you test-drive it?09:45 The cost of being wrong19:33 Assessing risk in a startup25:53 It’s valuable now because you don’t have it27:48 Recalibrate your goals

In today's Startup Therapy Podcast, Wil and Ryan discuss the topic of building a “big business”. Scaling rapidly can lead to market dominance and attract investors, but it also involves higher resource demands and potential pitfalls. On the other hand, building a profitable and sustainable business may allow for steady growth, reduced risks, and long-term viability. By reevaluating goals and priorities, founders may discover the benefits of a steady and enduring approach that aligns with their vision and values. So what’s it going to be? Are you going to go big or go home? Or are you going to go steady and go long?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:24 You don’t need to make a “big business”06:13 Who is this big enough business for?09:51 Building a profitable business is much easier to achieve13:01 Focus on your actual goal15:35 The path to freedom19:23 When people belittle more money24:02 Think about sustainability instead26:23 The probability to build a big business is insanely small28:23 Dimes vs. Dollars businesses31:46 The dangers of aiming too high34:01 Goals and metrics when it comes to scaling a business40:13 Problem-solving and resource efficiency in startups43:02 Stop pleasing investors

In today's Startup Therapy Podcast, Wil and Ryan discuss how all problems are not the end of the world for founders. While running a startup can be challenging and bring various obstacles, not every problem leads to failure or signifies the end. Startup founders often encounter a range of difficulties, including financial setbacks, operational hurdles, or competition. However, with resilience, adaptability, and problem-solving skills, founders can navigate these challenges, learn from them, and continue to grow their businesses. It's important for founders to maintain a positive mindset, seek support from mentors and networks, and view problems as opportunities for growth and improvement.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:38 Not all problems are apocalyptic03:12 Startup problem vs. True “end of the world” problem11:33 Externalizing the problem normalizes it12:34 Why categorize your problems by levels?15:53 Don’t overprioritize one problem and ignore the others16:53 Stop making everything a level 1020:40 You will never run out of problems27:30 Time will come problems won’t even faze you

In today's Startup Therapy Podcast, Wil and Ryan discuss why you should stop listening to investors. While investors can provide valuable insights and expertise, founders should exercise caution when relying too heavily on their advice. Investors often prioritize financial returns and short-term gains, whereas founders have a deep understanding of their vision and long-term goals. Over-reliance on investor advice may compromise the original vision and unique value proposition of the business, hindering its potential for growth and innovation. Founders should carefully evaluate and consider investor advice while staying true to their own vision and strategic direction.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:19 Investors are not fortune tellers06:42 They just speculate everything08:11 What one investor says doesn’t represent all the investors09:13 Investing in a certain industry doesn’t make them an expert10:31 Match their advice with their experience12:45 If you want advice, go to experts15:35 A well-intended advice can still derail you16:27 Even if it’s a strong opinion, it doesn’t mean it’s right21:20 Get a lot of feedback but consider the source23:04 Checkbooks = writing checks, not giving advice24:22 Investors can give bad assumptions, so don’t treat them like gospel28:33 A positive feedback might actually mean “no”30:09 Nobody can turn the wheel other than you

In today's Startup Therapy Podcast, Wil and Ryan discuss if you can actually build a startup in less than 40 hours a week. Building a successful startup typically requires a significant investment of time and effort. While it's theoretically possible to work on a startup for less than 40 hours a week, it may significantly impact the chances of success. Building a startup is not just one job; it involves planning, research, product development, marketing, and networking. By committing more hours initially, founders can accelerate the growth and development of their startup, potentially leading to a point where they can work fewer hours in the future. Ultimately, the time invested in the early stages can significantly influence the trajectory and potential success of a startup.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:16 Time is the only resource you got05:05 It’s now survival mode06:21 Why would you start this if you don’t want to put yourself in completely?08:15 Focus all your energy on one thing09:25 In a startup, 40 hours is not enough10:27 You can work less in the future if you work more now13:43 Time commitment to the business15:52 When things need to get done, they need to be done18:43 It depends on how many people will get affected20:03 It just needs to take time in the beginning25:07 For startups, everything is variable27:22 Experience is not a formula for success

In today's Startup Therapy Podcast, Wil and Ryan discuss whether bootstrapped startups are less valuable than venture-funded startups. The value of a startup isn't only determined by its funding source. While venture-funded startups may have more money and support initially, bootstrapped startups can still be valuable and successful. Bootstrapping often leads to efficient operations, as founders have to focus on making money and becoming profitable without relying on outside investments. In the end, the value of a startup depends on things like its potential in the market, how much it's growing, how well its product fits the market, and the skills of its team, regardless of how it's funded.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:44 What do founders feel when they are not funded?03:47 There are only a few companies that get venture funded06:44 If you don’t raise VC, who cares?08:52 What happens after you get the funding?13:32 Getting funded = smaller options17:39 Who are you creating value for?22:32 Bootstrapping is okay 25:53 The optionality of bootstrapping27:34 Creativity and resourcefulness from bootstrapping28:49 Don’t let your startup be valuable to someone other than you29:54 Bootstrapping a business that won’t generate profit right away35:08 Patience is an incredible asset

In today's Startup Therapy Podcast, Wil and Ryan discuss why founders don’t like to ask for help. Founders sometimes hold back from asking for help because they worry about losing control, looking weak, burdening others, or feeling like they have to do everything themselves. However, it's actually really important for founders to push past these concerns and ask for help. Getting guidance and support from experienced folks can give them awesome insights, expertise, and connections that can speed up their growth and success. It lets founders tap into different perspectives, learn from other people's experiences, and access resources that can help them tackle challenges and make smarter choices.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro03:58 You could learn something if you just ask for help06:32 Why founders find it hard to ask for help08:57 When there’s literally no one else but you10:32 Unique problem vs. a problem other founders experienced already15:15 How do you know it’s good advice?20:31 Asking for help is not a weakness22:40 Difference between getting advice and experience feedback24:43 When you’re “too busy” to ask for help29:10 The advice should be timely30:23 Ask someone who knows the topic for a long time

In today's Startup Therapy Podcast, Wil and Ryan discuss if founders can design their startups around their life. Should your life adjust to your startup or could you design your startup to fit your lifestyle? It's all about making intentional choices and taking small steps to align your business with your desired lifestyle. By carefully planning, testing things out, and being open to adjustments, you can create a startup that fits seamlessly into your personal life instead of consuming it. It's all about finding that sweet spot where work and life complement each other.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:26 Beyond binary thinking02:08 What was your lifestyle 10 years ago?05:46 Baby steps to improve your life07:09 Starting a work-from-home setup09:30 Remote work and personal health11:22 The challenges and rewards of incremental changes in work and life15:20 Stop seeking certainty17:09 Make this your corporate goal and externalize it22:20 Share your personal goals with your team26:38 Take one step toward your goals30:26 As founders, you can do anything

In today's Startup Therapy Podcast, Wil and Ryan discuss how founders can stay in the game longer. Most founders want the result faster without thinking about longevity and sustainability. In the fast-paced world of startups, thinking long-term is a total game-changer. It's like stepping back and getting the big picture, setting up a rock-solid foundation, and planning for sustainable growth. When founders shift their focus from quick wins to the long haul, they become masters at spotting obstacles, riding market waves, and making smart choices that match their ultimate vision. Thinking long-term not only toughens you up, but it also attracts investors and partners who are in it for the long run, boosting your chances of scoring lasting success in the crazy world of startups.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:09 Creating a startup that will last in the long run04:06 Focusing on longevity06:11 Make a bet10:40 Hiring as a bad bet14:32 Put survivability first16:17 It’s like the same playbook19:13 Try to make it past year 320:51 Think about longterm

In today's Startup Therapy Podcast, Wil and Ryan discuss the toll on everyone around a founder. This topic is close to every founder's heart: the ripple effect their journey has on everyone around them. Let’s deep dive into the nitty-gritty of how being a founder impacts family, friends, and relationships. Being a founder can take a toll on everyone around you in different ways. Your family might feel the strain of your demanding schedule and the ups and downs of the startup rollercoaster. Friends might sense a disconnect as your focus shifts. It's all about finding that delicate balance and keeping the lines of communication open, so you can navigate the challenges together and maintain those important relationships along the way.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:00 The toll on everyone around you04:47 Why founders can’t empathize with the people around them?06:42 Marriage 09:21 “This is not our spouse’s dream…”14:26 Asking about the best thing that’s happened to each other’s day17:46 What happens to the kids?26:20 There’s no interest earned on happiness deferred27:45 Friendships30:05 The bank of friendship33:24 Balancing success and relationships37:19 It has a compounding effect

In today's Startup Therapy Podcast, Wil and Ryan discuss the problem with early praise and big hypes at the beginning of a startup, with no assurance of success. We've all seen the flashy headlines and big promises of new startups, but does the hype actually translate to success? Join us as we dive into why early praise can be a double-edged sword for any budding entrepreneur.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:57 Can the startup live up to the hype?02:10 Getting scared of competitors because of the hype they’re getting05:38 The start is not the finish07:19 The hype cycle in tech industry10:43 False positives in the funding round14:09 Marketing and hiring hype14:48 Sometimes the companies with no big announcements become successful19:30 The hype of crypto and blockchain22:23 Transformative is not equal to success25:12 It takes a long time to make big changes27:24 The problem with early praise

In today's Startup Therapy Podcast, Wil and Ryan discuss how being a founder is an integral part of your identity, and setbacks with one startup shouldn't make you doubt your ability to succeed in the role. So even if your current venture doesn't work out, you're likely to keep pursuing new startup opportunities because it's simply part of who you are. After all, being a founder isn't just a job – it's a deeply ingrained part of your DNA.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:24 You’re still a founder even if your startups end03:11 Success is not a determining factor05:59 Being a founder is not a job title08:08 Founder DNA12:06 What if and why not?13:36 The founder mentality as employees18:28 This feeling of failing won’t last forever20:16 You will always be a founder

In today's Startup Therapy Podcast, Wil and Ryan explore the history behind the invention of the 20-something-year-old founder phenomenon. With the changing landscape of technology and business, more and more young people are starting successful companies. The episode discusses the opportunities available to young people today, and how starting a business has evolved over the years. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:09 Being a young founder09:23 An opportunity for young people10:55 How to start a business before vs. now20:02 There was no other people to talk to25:59 When the youth started to take over31:42 You can stand on the shoulders of giants35:12 What else can a 20-something-year-old do?

In today’s Startup Therapy Podcast, Wil and Ryan discuss the founder's ego and when is it too much. We all know that confidence is key when you're starting a business, but sometimes it can be hard to tell when that confidence has turned into full-on arrogance. This can hold you back from trying new things and making the best decisions for your company. So how do you avoid this trap? Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:39 Confidence vs. Arrogance05:30 Question everything you think you know06:31 Be comfortable with being wrong10:32 It’s preventing you from trying new things13:34 The “Everything is wrong except for me” mindset15:35 When ego clouds your decision17:06 Make every problem your fault19:50 The blame game23:34 Not accepting defeat25:39 How to manage your ego27:14 Ego is a massive liability29:19 Permission to be wrong30:23 Choose the people who will surround you33:40 Psychological safety36:27 Challenge your ego to grow

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder imposter syndrome. As a startup founder, it's common to feel like you don't have all the answers, especially in the early days. But even after years of experience, do you still struggle with feeling like a fraud or pretending to know more than you do? Imposter syndrome can be tough, whether you're a seasoned startup pro or just starting out. But with the right mindset and tools, you can learn to recognize and overcome those nagging self-doubts.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:33 When does imposter syndrome go away?03:03 Moments where you don’t know what you’re doing09:31 Jumping into variables15:09 ‘Fake it till you make it’ mindset17:21 The more you know, the more you don’t know20:50 Dangers of comparison25:27 Know what you need to know26:26 Be around long enough30:46 Nobody really masters it all

In today’s Startup Therapy Podcast, Wil and Ryan discuss how long is a founder's lifetime. In a startup cycle as well as the founder’s lifetime, a lot of things could happen. You will get to try different things and experience different highlights in your career. Having more chances to try something different can be a great advantage for founders in their career journey. With each new venture and experience, founders gain valuable skills and knowledge that can help them succeed in their future endeavors. Additionally, trying new things can also lead to personal growth and self-discovery, which is important for maintaining a healthy work-life balance.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:24 Startup Lifecycle03:19 A lot of things can happen04:54 Distinctive lifetime07:36 You have many more games to play10:59 This might not be the highlight of your career yet13:30 You have more chances to try something different15:39 The next chapter can be a new chapter17:32 Just say yes to everything

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders often miss out on paying themselves and why it's essential to grab the chance when it happens. You know how some founders think, "I don't deserve this yet" or "I should put this money back into the business"? Rather than risking a missed chance, it's best to take advantage of the opportunity while it's available. You might not get this chance again, o seize the moment and take that money off the table now.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:27 The “I don’t deserve this yet” mindset05:18 Slowly taking chips off the table08:51 Think of it as your money 15:01 Take that shot right now17:33 Belief in exponentially as a certainty22:56 The probability of that greater future is low26:18 You’re digging a hole for yourself28:03 Take it and just give it back29:08 How to think of losing when you’re in the process of winning33:46 The opportunity might never happen again, so just grab it

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder guilt in the wake of a failed startup. While it's perfectly natural to feel disappointed when a startup fails, it's not cool to let guilt eat away at you. It's important to recognize that success in the startup world is never a guarantee and that failures are an inevitable part of the process. The key is to bounce back from setbacks and keep pushing forward, no matter how tough things get.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:22 The people you feel guilty to04:50 Disappointment vs. guilt06:52 Guilt brings out liability08:07 Failures in startups 10:04 Why do we sentence ourselves to an imaginary prison of guilt13:21 Learn how to handle failure15:23 You have to keep going17:19 Transfer the negative energy to a positive one21:37 Have a north star22:53 This is not your only chance

In today’s Startup Therapy Podcast, Wil and Ryan discuss transparency in startup companies. Being honest with your customers and clients will help you attract more people to your company, but excessive sharing of information and transparency could also create some problems. In today’s episode, we’ll find out: how much transparency is too much and do you really need to be transparent about everything?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:22 We come from environments that lack transparency03:13 Every news is good news04:46 Why do we embrace transparency?05:59 When things fail, transparency suddenly doesn’t matter09:49 The difference between transparency and honesty16:15 Transparency is good when you’re certain of the outcome20:29 The consequences of transparency25:01 It’s the founder’s job to make it work

In today’s Startup Therapy Podcast, Wil and Ryan discuss whether your startup really needs full time employees. One of the common mistakes made by startup companies is that they hire a bunch of people full time for a job that can be done by one or they hire one person and make them do multiple things. In this episode, let’s really find out what is full time employment and how do you really make the most out of it?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro03:08 History on paying full time and per hour04:55 Raising funds to pay for a team07:02 What is full time employment?09:20 Buying someone’s hours12:52 Hiring people you don’t need15:35 Full time contribution19:01 The high performing people22:30 Hiring one person for multiple jobs 26:53 Full time will be a thing of the past

In today’s Startup Therapy Podcast, Wil and Ryan discuss getting your first success and how you can treat it as if it’s your last. You’re there, you finally made it – so you think you can replicate that success? The probability of remaking that success is probably low and you can’t base your future success on something that you’ve done before, so what can you do to change this mindset?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:43 What if this is your last success?05:16 Future success is not equal to past success07:05 Your mindset probably needs to change09:06 What would you tell your younger self?12:35 Mentality of older founders14:49 Bet of future success17:07 Compounding probabilities20:22 Stay in certainty23:31 How much would be a lot?26:35 Treat this as if it’s your last

In today’s Startup Therapy Podcast, Wil and Ryan discuss about the deaths of your startup and how many times do you come back from the grave? Starting a business is actually just a series of recovering from deaths, and that’s okay – but when does it actually start getting better and when would be the time where you realize that you should stop?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:31 It’s a series of recovering from deaths04:24 We assume it’s supposed to work05:27 Momentum to move forward06:23 The walking dead08:36 Hearing “no’s”13:16 You’ll never know if this is the end 15:15 Are you doing this because you’re afraid of failure?17:57 You have more downside than upside21:57 Success is not in short increments23:25 The world is in defense mode right now26:12 Try to not die 30:04 Signals for when to stay or leave32:24 How do you know if you actually died37:34 This is just how business works42:54 Is this a hurdle or a real wall?46:02 Running out of cash and having to lay off staff50:00 Everything is impossible until somebody does it

In today’s Startup Therapy Podcast, Wil and Ryan discuss how you should share your wealth with family members? Are you the type of person who’s always one call away to your family or friends whenever they need money? They always say it’s going to be a “loan” but have they already paid you back? FInd out in today’s episode how you can actually build a financial relationship with your family!Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:50 We want to share our success06:40 You don’t owe anyone anything09:46 It never ends16:12 People can get manipulative when they need something18:15 Suddenly you’re an A-hole20:40 It’s never a loan30:00 “I don’t want to have a financial relationship with you…”33:18 It’s a personal decision

In today’s Startup Therapy Podcast, Wil and Ryan discuss why some founders tend to go on the “fake growth” route. Some Startup companies may look like they are soaring and scaling real fast but in reality, these Startups are spending more than they are getting back from revenue. So how can you identify if you, as a founder, are going the real growth route or the fake growth route?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:20 Fake Growth vs. Revenue05:20 Some people are raising the same money as you, but in a different story06:54 Why momentum is attractive to investors?08:18 Staffing 11:45 If your fake growth becomes successful, you’re a hero17:48 When everything was going the right direction until it wasn’t19:24 It’s like a Ponzi scheme24:09 The employee and the stockholders27:50 Founders who experienced this shows contrition

In today’s Startup Therapy Podcast, Wil and Ryan discuss the myths behind founder’s success stories. Whenever we hear a story of somebody else’s win most likely we find it inspiring, right? And after hearing this zero to hero story we then decide that we want to be like them someday. But are you sure about that? And are you really willing to go through the pain that they had to live through just to be where they are now?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro04:00 The myths of success stories08:27 It’s not a fun story if you were to live it10:40 “We didn’t see it coming, it just happened!”12:09 You don’t know where you are in the arc13:50 Is your story really contiguous?15:01 The misses gets ignored just because it became a success17:11 Stop comparing19:26 We don’t acknowledge the pain23:49 You can’t recreate these stories25:22 Understand the pain, not just the success

In today’s Startup Therapy Podcast, Wil and Ryan discuss the importance of teaching entrepreneurship to middle school students. There are tons of benefits when you teach young children about entrepreneurship. Kids are naturally curious and creative, and you can nurture these skills through entrepreneurship. Not only do you raise children with better critical thinking skills, but you’ll also raise problem solvers. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:31 Teaching entrepreneurship in middle school06:43 Think more like a child10:20 Ask why and what if14:01 Kids are taught to view failure as failure16:01 Building a pitch deck18:22 Kids running their own meetings with less barriers22:25 Ownership of their product and idea26:02 If no one wants to join your idea, do it alone

In today’s Startup Therapy Podcast, Wil and Ryan discuss how much sacrifice as a founder is too much? How much are you willing to give up in your life just to become a successful founder? You might think now that the return on investment of all the time you spent working instead of doing the things you will never get back will be worth it in the long run but think again – are you willing to pay that price?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:32 Why are we scared to talk about the downsides?06:37 Don’t sacrifice the moments that you’ll never get back08:10 The first casualty is your health10:53 Young founders don’t even know how the adult life looked like13:31 How much is too much?15:23 It will cost you a lot19:57 Everytime you sacrifice something, you don’t get them back21:55 Limit switch24:18 Financial sacrifice

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders can talk with the board about their compensation. If you’re a founder and your company is earning a lot of money but you can’t even touch the profit – then maybe it’s time to have that conversation with the board. But how can you even do this without being turned down?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:47 How to have this conversation?04:50 Situations when you need to change the deal08:54 Reset expectations10:29 Make it a binary decision12:28 When there’s still a glimmer of hope15:07 The business will become what it needs to be17:04 When you can’t touch your profit19:45 Figure out where you’re going to take your binary decision to23:30 The levers that we need to pull29:43 The board meeting should be nothing but a formality

In today’s Startup Therapy Podcast, Wil and Ryan discuss why founders should stop thinking that failure is forever. Sometimes, when we experience hard times in our lives, we feel like this will never get better again – but that’s not true. Your whole life is a book with different chapters and each has its own challenges and you will get over them. Once you finish a bad chapter, just quickly get started on to the next one, because remember, failure is just one chapter in your life.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:38 We keep projecting bad things into the future02:27 Things can only fail at a finite number of times04:05 Lay-offs05:50 This pain won’t last forever07:54 It’s just one chapter11:22 You will barely even remember it13:09 Start the next chapter as fast as possible16:16 A startup is a chapter but our life is the book17:40 Don’t get lost in the feeling20:01 Nobody will remember it21:32 There’s lot and lot of chapters

In today’s Startup Therapy Podcast, Wil and Ryan discuss what it would be like if you want to work forever. For founders, a lot of us might wonder if this would be something you’d like to do for a long time. But here’s a thought – is your Startup a work you love doing or does it feel like a work that you feel forced to do every day? If your answer to the last question is yes, then you might have to rethink if you’re willing to do it forever or find something that you would want to do for the rest of your life.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:51 How long should you be working?03:17 Founders can create their destiny05:26 You need a break08:54 Loving what you do11:09 Alignment of what you love to do and what you actually do12:58 Chip off things you don't want to do14:30 Figure out what you want to do forever15:55 Stepping back19:12 The longer you do something, the higher of knowledge and experience you get23:12 You have more years to grow25:03 The older ones are still relevant26:58 How do you stay relevant31:34 This a perpetual journey

In today’s Startup Therapy Podcast, Wil and Ryan discuss if founders should worry about quiet quitting. This may sound like a new term to a lot of founders BUT this has been around for many ages now and we should be alarmed about it. So how can you see if your team is actually checked in or out of work?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:17 When did this start?01:50 What is quiet quitting?02:55 How working from home changed how we operate04:14 This is nothing new05:56 Internet in an office is a distraction10:56 How to know if your team is checked in or checked out13:40 Good players never shut up17:23 There’s a pattern of behavior19:50 Micro KPIs22:41 Everything is measurable

In today’s Startup Therapy Podcast, Wil and Ryan discuss what will happen to the founder when the Startup company goes down. When a company starts to wind down, you might be shocked how everything maps back to the founder, from office leases to subscriptions, and now all of a sudden these company liabilities become your personal liabilities. How can you avoid this from happening to you?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:50 You’re stuck with the liabilities08:27 Who pays the wind-down entity?10:58 Filing for personal bankruptcy14:14 Everything maps back to you16:48 Adding more liabilities19:37 Creditors will follow you 21:18 Can you sign under the company’s name?23:59 How safe are you inside the corporate veil?28:52 Buying the good stuff only 32:15 Typical timeframe for winding down a company33:42 The personal liability is the scariest part36:32 Be mindful of what you sign and don’t keep adding liabilities38:09 Treat those liabilities as your own40:05 You can renegotiate41:36 No long term agreements

In today’s Startup Therapy Podcast, Wil and Ryan discuss when a founder’s focus starts to shift from managing externally to managing internally. When a company grows, there’s a huge possibility that as a founder your focus might change from managing customers and shipping products to hiring staff and doing reports – which could lead to a stall in your skills and growth as a founder. So as you motivate your people, keep motivating yourself as well!Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:24 From leading externally to managing internally02:39 Offense vs. defense04:35 When focus shift internally07:00 Staying safe in a growing company08:35 Measurement of performance is important11:24 Being okay with not focusing externally14:00 Leaders providing incentives16:39 How to avoid having unmotivated staff18:50 Leadership vs. management

In today’s Startup Therapy Podcast, Wil and Ryan discuss if founders deserved their wins and successes or did they just get lucky? Sometimes, founders feel guilty of their own success to the point that they don’t want to reward themselves and enjoy their hard-earned money. Most of the time, these founders hear people say “You’re just lucky!” disregarding the years and years of their hard work. But always remember that for you every win you earned and deserved your wins. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:14 Good luck vs. good fortune08:16 The process doesn’t really feel lucky09:48 You should share your luck12:11 Guilt investments16:50 Enjoy your money20:36 No one will share in your losses

In today’s Startup Therapy Podcast, Wil and Ryan discuss what happens to founders during the tough times. When things are going well, when you just got funded, and when you’re finally getting that high revenue, everybody loves you. But when things go south, no one is around. Sure, you feel emotionally betrayed at this point because you trusted them right? But is there a way you can avoid this in the beginning?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:51 No one will love you during the bad times03:59 Raising capital is like the first date05:43 Creating more liabilities07:25 You haven’t proven anything yet09:45 People will surround you because you have money13:49 Staffing up is your most ignorant time22:44 Feeling emotionally betrayed23:35 Fake metrics & early projections27:11 We get fooled during the good times29:32 Nobody wants to lead when things get tough30:51 Your team’s values get measured during bad times34:45 The character of a founder

In today’s Startup Therapy Podcast, Wil and Ryan discuss what founders are entitled to when their business takes off. There is danger in expecting too much from our Startup, when we think we should get additional funding because the business is growing, when we think that business growth will merit us more opportunities. Reality check: things don't work this way. Things take time to grow and every growth is exponentially different. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro00:20 You’re entitled to nothing02:29 From being optimistic to being hubris06:19 Why did I not get funded?08:07 The path outside of funding09:33 Success doesn’t happen quickly12:25 The short-term mentality14:45 Providing value first16:19 Create realistic expectations18:40 Enabling or accelerative?21:13 Startup exit23:46 What are you & not entitled to?26:28 We’re conditioned to getting a reward after work27:34 Maintain an appropriate level of optimism29:53 Believe in yourself but have humility34:17 Startups are built on beliefs and blind optimism37:20 We use other founders as a baseline40:26 Do I need additional funding?44:53 We’re too focused on crossing the finish line

In today’s Startup Therapy Podcast, Wil and Ryan discuss whether you need to raise a huge capital in order to have a successful Startup. How much money do you actually need to scale your business? Do you need to raise money quickly in order to scale up quickly? The thing is, having lots of capital does not mean success right away. There are some cases where Startups raised a lot of money in the beginning but ended up getting bankrupt. You see, it’s not all about having a lot of financial resources. You gotta have skills, connection, and the right amount of luck too!Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro02:56 The best companies raised capital07:32 Where does scaling quickly come from?10:40 Lots of capital is not equal to sure success15:32 You can’t create artificial growth18:15 Betting someone else’s money20:58 The walking dead of the funded28:06 Seeing things from the bootstrap side to the funded side