Startups For the Rest of Us

In Episode 589, Rob Walling chats with Jason Buckingham about how he found a startup idea from making more than 70 cold calls. It's a great story about staying focused, putting in the time and doing the hard work. The topics we cover [7:14] Finding a problem via cold calls [13:07] Identifying a problem and deciding what to do next [22:32] Getting spouses on board with entrepreneur journey [25:06] Working day jobs while building the product [30:09] Getting into Tiny Seed right before COVID-19 Links from the show Episode 45: Onboarding Your Spouse | Zen Founder Senior Place - Senior Placement and Referral Agency Software If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 588, Rob Walling chats with Courtland Allen about a wide range of bootstrapper and indie hacker topics including the struggles with motivation/depression, bootstrapping today, fighting the urge to quit, and frameworks for getting your first dollar. The topics we cover [3:43] Hiring a podcast producer [6:21] Letting go in business [7:09] Invite-only experiment on Indie Hackers [16:03] Thinking about the future [20:47] Financial freedom and starting a business [25:05] Depression as a founder and rediscovering purpose [37:10] Fighting the urge to quit [41:10] Getting your first dollar [52:35] The bootstrapper scene in 2010 and the relevance of bootstrapping Links from the show Rob Walling on Twitter The Time Paradox: The New Psychology of Time That Will Change Your Life Courtland Allen (@csallen) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Also, if you haven't seen, applications are open for TinySeed's Spring 2022 programs. TinySeed is a year-long remote accelerator program is designed to help founders with a revenue-generating SaaS optimize product-market fit and grow faster. Read about the program and how to apply here. Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 587, join Rob Walling as he answers listener emails including feedback and a critique about the podcast, the state of microentrepreneurship, and where to start with user growth. The topics we cover [2:22] The reason Rob continues to podcast [5:26] Renaming a company or podcast [8:40] Revisiting inflation [15:06] The state of microentrepreneurship [20:00] Where to start with user growth Links from the show Where to Publish Plugins Episode 581 | Inflation for Founders Start Small Stay Small Quiet Light Brokerage MicroAcquire, the #1 Startup Acquisition Marketplace Empire Flippers Rob Walling - Serial Entrepreneur | Building, Launching and Growing Startups If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 586, Rob Walling chats with Michele Hansen about her new book where she talks about how to master customer interviews as a startup founder. The topics we cover [5:00] User experience research for startup founders [11:20] Customer Interviews for developers [12:30] Feature requests as customer research springboard [19:55] Practicing customer interviews [23:37] Comparing to Jobs to Be Done framework Links from the show Deploy Empathy: A practical guide for talking to customers Software Social Episode 524 | Bootstrapping a Commodity SaaS Michele Hansen (@mjwhansen) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 585, Rob Walling chats with Sherry Walling about moving outside your comfort zone, the power of relationships, psychedelic-assisted therapy, as well as her new book about grief launching later this year. The topics we cover [3:22] Deciding against self-publishing [12:00 ] Building an audience vs. a network [14:26] Psychedelic-assisted therapy [24:00] The power and importance of relationships Links from the show The Entrepreneur's Guide To Keeping Your Sh*t Together Touching Two Worlds: A Guide for Finding Hope in the Landscape of Loss Sherry Walling (@zenfounder) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 584, Join Rob Walling for a Happy New Year edition of the show where looks ahead to 2022 and evaluates what he wants to focus on. The things we choose not to do are just as important as the things we chose to do and Rob encourages you to think hard about what is and is not working for you today. The topics we cover [3:00] Founder's retreat [4:36] Estimating growth [9:23] Hiring a full-time content producer [15:32] The power of focus Links from the show The Zen Founder Guide to Founder Retreats If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 583, Rob Walling chats with Sam Parr about about building an email list, selling to Hubspot, podcast growth, and how to spot business opportunities. The topics we cover [3:53] Building Hustle to 8 figures in revenue [5:52] Growing an email list [11:01] Selling to a B2B SaaS [19:00] My First Million and growing podcasts [23:45] TikTok marketing [27:30] Spotting interesting opportunities [34:70] Manifest cowboy Links from the show Sam Parr (@theSamParr) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 582, Rob Walling is joined by Einar Vollset to answer listener questions about enterprise sales, crowdfunding, replacing yourself, and things that every B2B SaaS founder should know. The topics we cover [1:26] Investing with Reg CF [6:20] Enterprise plans and pricing [13:31] Finding your replacement [19:29] Best way to give software demos [21:55] What fundamental things should startup founders should know Links from the show Sales Funnel Optimization for Bootstrapped Founders – Steli Efti – MicroConf Europe 2019 Einar Vollset (@einarvollset) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 581, Rob Walling discusses how to grow money sensibly while protecting the principle during inflationary times. He explores real estate, collectibles, crypto, stocks, bonds, and other strategies to consider as inflation and other economic changes occur. The topics we cover [2:00] Inflation is here [7:20] Pricing flexibility with SaaS [9:44] Rules when inflation goes up [13:53] Inflation and home mortgages [16:29] Emergency funds during inflation [17:36] Bonds during inflationary times [18:40] Growth stocks If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 580, Rob Walling chats with Ross Hudgins, an SEO expert, about seven common things that SaaS founders either do well or frequently get wrong. The topics we cover [4:42] Put your blog in a subfolder, not a subdomain. [7:18] With keyword-focused content, make the URL exactly the main keyword. [10:10] Be thoughtful about feature page keywords [13:39] It’s really hard to rank for “best X software” queries [16:24] Use on-page content marketing best practices [20:50] Build passive link assets around keyword [22:58] Answer keyword questions immediately, right after the H1 Links from the show On-Page Content Marketing Best Practices Readability: the Optimal Line Length Ross Hudgins (@RossHudgens) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In this special episode of Startups For the Rest of Us, Rob Walling chats with Einar Vollset about not only the announcement of the TinySeed Syndicate but also the investment landscape for B2B SaaS today. Even if you don't think you'll raise funding, it's important to understand the dynamics of the investment and acquisition market as a bootstrapped founder. The topics we cover [1:40] Investment landscape for bootstrapped SaaS [10:26] What is a syndicate? [13:57] Introducing the TinySeed Syndicate Links from the show Invest — TinySeed Apply — TinySeed Einar Vollset (@einarvollset) | Twitter If you have questions about starting or scaling SaaS that you'd like us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 578, Rob Walling is joined again by co-host emeritus, Mike Taber for an update on his progress with Bluetick. Today we find out how Mike's merger that he has been working on for the past year has panned out. The topics we cover [3:55] Mike reflects on time and effort working on partnership [7:20] What to do when a deal stalls [9:00] Doubling down on Bluetick [14:50] Differentiating Bluetick [17:47] Moving fast as a startup [19:03] Finding your intrinsic motivation [26:10] Mike's 90 day plan Links from the show Bluetick.io Mike Taber (@SingleFounder) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 577, Rob Walling chats with Jim Kalbach about how to uncover the right problem to solve with the Jobs to Be Done (JTBD) framework. If you haven't been exposed to JTBD, this episode will be a great primer as we dive into practical examples for bootstrapped or mostly-bootstrapped founders. The topics we cover [3:00] Defining Jobs to Be Done (JTBD) [6:45] JTBD are stable over time [10:27] Be solution-agnostic [11:20] JTBD for pre-product or pre-solution [17:53] Questions to ask to find JTBD [20:50] Switch interviews [24:41] A switch interview case study Links from the show The Jobs To Be Done Playbook: Align Your Markets, Organization, and Strategy Around Customer Needs JTBD Toolkit Jim Kalbach (@jimkalbach) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 576, Rob Walling chats about permissionless entrepreneurship, why you probably shouldn't be a media company if you're an early stage or bootstrapped SaaS, and the importance of exploring beyond what your customers ask for to find out what they actually need. The topics we cover [2:01] Permissionless entrepreneur [9:25] All startups should not become media companies [15:10] Find out what your customers need, not what they ask for This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 575, Rob Walling is joined by Derrick Reimer for a quick update on SavvyCal and some recent hiring decisions he has made. They also answer listener questions about shipping code as a bootstrapper, pivoting, selling a business through a broker, and more The topics we cover [2:23] The latest with SavvyCal [12:02] Shipping code as a bootstrapper vs larger team [21:39] Considering a zoom-in pivot [25:15] Progressive web app vs two native app [28:20] Thoughts on white-label approach for SaaS [33:55] Selling a bootstrapped business through a broker Links from the show Episode 530 | Making Development Decisions, Regrets about Selling, and More Listener Questions (with Derrick Reimer) Episode 559 | Bootstrapping a Two-Sided Marketplace with MicroAquire SavvyCal MicroAcquire Quiet Light Brokerage Derrick Reimer (@derrickreimer) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

TinySeed, MicroConf's venture fund and SaaS accelerator, is launching their Fall 2021 accelerator batch this week.

In Episode 574, Rob Walling chats with Andrew Fiebert, a founder who just couldn't get away from software. He's a software developer, turned podcaster, turned marketer, and now he's a software entrepreneur and on this episode, they discuss his success and struggles while building Lasso. The topics we cover [2:40] Introductions [4:15] WordPress plugin with an annual subscription [5:51] Starting a podcast [8:00] Experiments with monetizing a podcast [13:26] Starting Giftlab.co [15:08] Starting another software business [16:35] Building Lasso [21:23] Launching without the right pricing/product [23:32] Discovering the sticking points in the UI/UX [29:29] Freemium vs paid users [31:06] The biggest struggle with building Lasso [35:23] The future for Lasso Links from the show Lasso GiftLab Listen Money Matters Andrew Fiebert (@andyfieb) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from Google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

We need your help! The 2022 State of Independent SaaS Survey is now live and we need as many eligible founders of B2B SaaS businesses to complete the survey. This survey will be used to create our third annual State of Independent SaaS report, offering recommendations, insights, and pitfalls critical to planning for a future in B2B SaaS. Venture funded businesses have a wealth of research and data helping them make decisions about the next steps they should take with their business - our community and niche of indie funded SaaS businesses shouldn't miss out on these best practices. Fill out the 2022 State of Independent SaaS survey today! microconf.com/state-of-indie-saas

In Episode 573, Rob Walling chats with Einar Vollset and Tracy Osborne about the part-time contractor versus hiring full-time debate, the acquisition of Sandhills Development, as well as the launch of a TinySeed Europe. The topics we cover [02:14] FT vs PT Contractor [09:06] When could part time contracting work? [10:25] Sandhills Development acquisition [14:50] TinySeed Europe announced [21:04] DuckDuckGo and Privacy Links from the show Episode 551 | Task-level vs. Project-level Thinkers, No Such Thing as an Autopilot Business, and More (A Rob Solo Adventure) Awesome Motive has acquired our WordPress products and services – Sandhills Development, LLC Josh Pigford on Twitter Regarding FT vs PT Contractor DuckDuckGo and Privacy Careers — TinySeed Invest — TinySeed Tracy Osborne on Twitter Einar Vollset (@einarvollset) | Twitter This episode of Startups for the Rest of Us is sponsored by Software Promotions. Get better results from google. If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 572, Rob Walling does another solo adventure to talk about taking responsibility for the outcomes of your business and the importance of putting in the reps as a founder. Bootstrapping a startup is a marathon, not a sprint and it's important to enjoy the journey along the way. Thanks to Software Promotions for supporting this podcast! Learn more about their SEO and AdWords services The topics we cover [1:56] Intro [2:20] It's not your fault, but it's your responsibility [8:35] It's not the game, it's the practice [15:23] Dietary patterns Rob wishes he would've known 15 years ago Links from the show Episode 551 | Task-level vs. Project-level Thinkers, No Such Thing as an Autopilot Business, and More (A Rob Solo Adventure) 11 Years to Overnight Success: From Beach Towels to A Successful Exit – Rob Walling – MicroConf 2017 Thanks to Software Promotions for supporting this podcast! Learn more about their SEO and AdWords services If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 571, Rob Walling chats with Peter Suhm about moving on from WP Pusher and Branch. We also dive into how he came up with the idea for Reform and his process for validating the idea with a landing page before building. The topics we cover [1:28] Intros [2:48] Default alive and selling Branch [8:15] Changing customer behavior is hard [12:25] Struggling through customer interviews from a small studio [16:20] Thinking through all the options and deciding to keep going [18:45] Moving from a list of requirements to a form builder [27:23] Building a high-quality MVP, starting with a landing page [34:52] Entering a big, horizontal, crowded space Links from the show Branch - Automated deployments for WordPress Reform - Hosted forms. No code required. Start Small, Stay Small Obviously Awesome - How to Nail Product Positioning so Customers Get it, Buy it, Love it Peter Suhm (@petersuhm) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 570, Rob Walling answers listener questions about the ideal business for bootstrapping, how to create trust with potential customers, navigating depression as an entrepreneur as well as advice for introverted founders. The topics we cover [1:42] Problems that are more conducive to bootstrapping [8:51] Creating trust with potential customers [10:51] Battling depression or mental illness as an entrepreneur [13:45] Advice for introverted founders [18:95] Standard operating agreement for co-founders If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 569, Rob Walling chats with Anna Maste, a founder who's been a part of the MicroConf community for several years. They talk about how Anna bootstrapped a two-sided RV marketplace and eventually sold it for a healthy multiple. The topics we cover [1:16] An RV boondocker [2:53] Selling for a healthy multiple [5:21 ] Building a business with a a family member [7:02] Tech stack used [8:23] Launching and early customers [12:45] Experimenting with business models and pricing [14:01] Inflection in growth [18:21] Bootstrapping and fitting in [23:53] First purchase offer [28:05] Accepting the second strategic offer Links from the show Boondockers Welcome Anna Maste (@skulegirl) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 568, Rob Walling talks about MailChimp selling for $12 billion to Intuit, the largest exit for a bootstrap company, ever. Not that all founders aspire to grow to this scale, but it's truly an incredible day for bootstrapped founders to know that we have the potential to get to this level without raising institutional funding. The topics we cover [1:41] $800 million in ARR without outside funding [4:14] Acquisition multiple [7:42] Everyone sells, eventually [9:31] Respect for MailChimp [11:49] Disappointed with the UX [13:21] Equity vs higher salaries and bonuses [18:00] Long term outlook for existing Mailchimp customers [21:21] Never say you're never going to sell [21:42] Being an email service provider today is hard Links from the show Episode 519 | Profit Sharing, Stock Options, and Equity (A Rob Solo Adventure) Rob Walling (@robwalling) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 567, Rob Walling chats with Don Pottinger about joining a company as a developer, transitioning to CTO within 6 months, buying the company for $1, and then later on selling it for a life-changing sum of money. The topics we cover [1:13] Introductions [4:08] Learning to code independently vs learning on the job [06:38] Joining Kevy in 2014 [8:00] Transitioning to Director of Engineering and then to CTO [11:58] Difficulty of laying employees off [14:20] A new CEO and $0 MRR [16:08] Cap table difficulties [19:56] CEO departure and buying the company for $1 [26:30] Starting over and doing it solo [29:01] Running as a lifestyle business and selling the company [35:02] Launching a new startup Links from the show Kevy Langua Talk Don Pottinger (@donpottinger) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 566, Rob Walling chats with Hana Mohan about her journey as a SaaS founder. They compare and contrast bootstrapping and being venture-backed, hiring a chief of staff early on as a startup founder, and more. The topics we cover [2:17] Intro [3:36] Deciding not to bootstrap MagicBell [6:34] The team Composition at MagicBell [9:15] The marketing approaches that are working today. [10:47] Technology behind MagicBell [19:32] Bootstrapping vs raising funding [24:24] The importance of finding the right investors and hiring the right people [25:27] Hiring a Chief of Staff Links from the show Starting a new tech business as a transgender woman From Bootstrapped to Venture-Backed with Hana Mohan Hana Mohan (@unamashana) | Twitter If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 565, Rob Walling answers listener questions about focusing on one product vs multiple, sharing revenue metrics with early employees, and how to overcome the lack of motivation when starting new projects. The topics we cover [05:31] Focusing on one core product vs multiple separate products at the same time [14:59] Sharing revenue metrics with new employees [18:37] Struggling with motivation and consistency Links from the show Cargo cult 1 simple rule to figure out which advice you should follow Episode 559 | Bootstrapping a Two-Sided Marketplace with MicroAquire Rob Walling (@robwalling) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 564, Rob Walling chats with Sol Orwell about growing his website, examine.com to millions of views per month, changing revenue models, and the importance of doing customer interviews. The topics we cover [2:14] Intro [3:06] How Examine started [7:21] Examine's differentiated approach based on scientific research [9:33] 10,000 paying subscribers [10:59] Building trust through transparency [15:26] Interviewing customers [21:14] Getting hit by Google [26:52] Sol's stunt marketing pages Links from the show Our Mistakes | GiveWell Examine SJO.com Sol Orwell (@sol_orwell) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 563, Rob Walling answers listener questions about startup operating agreements for co-founders, common cloud hosting solutions, struggling as a young entrepreneur, and selling your startup when you have over $1M in annual recurring revenue. The topics we cover [1:40] Operating agreements for startup co-founders [5:50] How to do startup vesting when not working fulltime on a project [9:41] Common cloud hosting solutions for startups [11:04] Struggling as a young entrepreneur [18:20] Call to action for info product [20:54] Virtual assistance [23:05] Selling above $1M ARR Links from the show LegalZoom Rocket Laywer Upcounsel Start Small, Stay Small Upwork Best Jobs Virtual Staff Finder Rob Walling (@robwalling) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

The application for TinySeed’s Fall 2021 SaaS accelerator batch of startups will open for two weeks starting on August 9th, 2021. Watch the video recording of the Fall 2021 Batch Info Session here: https://youtu.be/6dqTClonO2Y Interested in applying? Join us for an info session with the TinySeed team to talk about the application process, what to expect as a member of TinySeed, and some of the things we are looking for in companies we welcome into the fold. https://tinyseed.com #tinyseed We’ve written a few posts that might be helpful if you’re considering applying: — Our Fall 2021 application announcement: https://tinyseed.com/latest/tinyseeds-fall-2021-application-announcement — Preview our Fall 2021 application and requirements in this overview: https://tinyseed.com/latest/2021-application-preview — Curious about what it's like being a TinySeed founder? Part 1 - https://tinyseed.com/latest/whats-it-like-being-a-tinyseed-founder Part 2 - https://tinyseed.com/latest/part-2-tinyseed-founder

In Episode 562, join Rob Walling for another solo adventure to talk about enterprise sales, mental frameworks for founders, undoable decisions, and how to handle being approached about an acquisition. The topics we cover [2:33] Enterprise sales advice [5:48] Measure twice, cut once for SaaS [10:56] Holy Grail of SaaS: Expansion Revenue [13:12] Holy Grail of SaaS: Virality [14:25] Holy Grail of SaaS: Big space with slow-moving incumbents [15:46] Things to keep in mind when being approached about an acquisition Links from the show Josh Ledgard on Twitter Rob Walling (@robwalling) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 561, Rob Walling chats with Andy Cabasso, co-founder of Postaga, about launching on Product Hunt, having a done-for-you service in addition to a DIY self-service SaaS app, growing to a team of six people, having a free plan, and doing a ton of customer development in the early days. The topics we cover [01:35] Selling an agency with retainers to start Postaga [03:46] Explaining Postaga simply and succintly [06:32] Size and stage of Postaga [07:24] Using Postaga to market Postaga [10:22] Learning from early users [13:56] Launching on Product Hunt [18:09] Was it worth it to launch on Product Hunt? [20:30] Not charging at launch [22:22] Conjecturing on a Product Hunt flop [23:26] Postaga pricing plans [25:58] A big month of growth [32:13] A SaaS product with a service component Links from the show Postaga | Automated Post Promotion and Marketing Platform Andy Cabasso (@andycabasso) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 560, Rob Walling is joined by Einar Vollset and Tracy Osborn to talk about deciding when it's time to hire someone, how to think about which role to hire next, changing location to force productivity, and more. The topics we cover [2:52] Deciding to hire a community manager [9:28] Location hacks for improved productivity [14:52] Delta airline pilot suing Delta for stealing app [20:35] Product → Business → Company [27:18] Facebook Users say "No" and Advertisers are Panicking [32:32] Tech-enabled modern banks Links from the show MicroConf Remote Community Manager Tracy Osborn's Tweet on Location Hacking Delta pilot sues the airline for allegedly stealing an app he designed | Engadget Rob Walling's Tweet on Product → Business → Company FacebookUsers Said No to Tracking. Now Advertisers are Panicking Square Business Banking | Checking, Savings, & Loans If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 559, Rob Walling chats with Andrew Gazdecki, the founder of MicroAcquire, about bootstrapping a two-sided marketplace in a competitive industry. They talk about Andrew's previous successes, including growing Bizness Apps to $10 million in annual recurring revenue. They also unpack Andrew's current business, MicroAcquire, and talk about how it was started, its current success, and the future plans for the business. The topics we cover [6:03] Why did Andrew decide to sell Bizness [8:12] Background on MicroAcquire [10:52] Ideal revenue for MicroAcquire [13:29] Comparing MicroAcquire differs from similar broker websites [16:59] The future of MicroAcquire [20:50] Metrics since launching in January 2020 [23:08] Bootstrapping a two-sided marketplace [26:33] Raising $22 million post-money valuation [31:25] The hardest thing about bootstrapping a business Links from the show MicroAcquire Bizness Apps Andrew Gazdecki (@agazdecki) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 558, Rob Walling chats with Einar Vollset about bootstrapping versus funding and the many options that exist in between. No longer is it a decision between a bootstrapped or venture path. With their unique perspectives, Rob and Einar talk about all of the funding options that exist. They also share some things to consider when deciding whether or not to take on funding and, if you do, how much you should plan on raising. The topics we cover [04:24] When funding makes sense for bootstrappers [11:54] Raising pre-revenue vs raising with revenue [15:29] Risks of raising as a platform (e.g. Shopify) business [20:40] Funding options available to bootstrappers [27:57] Convertible notes & SAFE's [29:16] How much should a bootstrapper raise? Links from the show Episode 496 | "The Press Covers Exceptions, Don't Compare Yourself to Slack or Zoom" Episode 411 | Bootstrapping vs. Funding: 19 Questions To Ask Einar Vollset (@einarvollset) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 557, Rob Walling flies solo to talk about investing for founders, with an emphasis on retirement. Rob views investing as a long-term game, not treating the stock market like a slot machine by buying and selling stocks. As founders, we're busy with our work, our family, and our friends. We don't want to spend a ton of time fiddling with investments. In this episode, Rob outlines an 80/20 approach to getting the most out of investing as a founder. The topics we cover [02:13] How Rob made most of his money [04:07] The rule of 72 [07:30] Investing on autopilot while building startups [07:46] Build an emergency fund [09:53] Max out retirement plans [12:08] Open a simple IRA or SEP IRA [13:00] Life insurance [14:35] Retirement account asset allocation [18:32] Taking your investments to the next step Links from the show Rule of 72 Haven Life Lazy Portfolio Money For the Rest of Us The Stacking Benjamins Podcast Afford Anything If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 556, Rob Walling chats with Adam McCrea about growing from zero to $300,000 in ARR over the course of three years as a Heroku add-on. Adam is still a single founder with no employees and up until joining the TinySeed accelerator in their Spring 2021 batch, has fully bootstrapped Rails Autoscale. Now, he's working to grow the app, deal with platform risk, and launch pricing experiments. The topics we cover [03:30] Background before starting Rails Autoscale [07:04] Getting to 100 active users [09:30] Platform risk [14:59] Working on Rails Autoscale as a side project [20:54] Rails Autoscale vs. Heroku's Autoscaler [24:13] Free-trial to freemium experiment Links from the show Rails Autoscale Adam McCrea (@adamlogic) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 555, Rob Walling answers listener questions with Ruben Gamez. They discuss different models of bootstrapping success, hiring W2 versus hiring contractors, determining if a business is an ideal fit for bootstrapping and they revisit enterprise pricing. The topics we cover [01:24] Bootstrappers Rob & Ruben admire [12:25] Pros and cons to hiring contractors vs W2 employees [23:05] Determining if an idea is a good fit for bootstrapping [28:31] How to develop competitive pricing for large enterprise clients Links from the show Moraware CartHook Balsamiq Churn Buster SparkToro Bidsketch Episode 551 | Task-level vs. Project-level Thinkers, No Such Thing as an Autopilot Business, and More (A Rob Solo Adventure) Ruben Gamez (@earthlingworks) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 554, Rob Walling chats with Sherry Walling about grief as a part of entrepreneurship and how to get better at handling grief as an entrepreneur. They also discuss burnout and properly evaluating if it's the right time to sell a company. The topics we cover [02:18] Grief is part of entrepreneurship [05:12] Getting better at handling grief and loss [06:07] Grief and selling a company [09:01] The importance of symbols [12:04] Evaluating reasons to sell a company [16:37] The three components of burnout [20:21] Changing your work schedule for summer Links from the show The Entrepreneur’s Guide to Keeping Your Sh*t Together: How to Run Your Business Without Letting it Run You 18 Summers ZenFounder Sherry Walling Sherry Walling (@zenfounder) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 553, Rob Walling chats with Tracy Osborn about the latest bootstrapper news, including the recent Stack Overflow and Moz acquisitions, quitting instead of giving up remote work, and highlights from TinySeed 2020 Batch. The topics we cover [01:52] Intro [03:45] Stack Overflow acquisition [12:11] Moz acquisition [16:33] Quitting instead of giving up remote work [26:44] Highlights from TinySeed 2020 Links from the show Episode 545 | The Value of Learning 80/20 Design Fundamentals Episode 511 | Raising Prices & Re-writing Your Codebase Employees Are Quitting Instead of Giving Up Working From Home Stack Overflow Sold to Tech Giant Prosus for $1.8 Billion Tracy Osborn (@tracymakes) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 552, Rob Walling is joined by co-host emeritus, Mike Taber to chat about his decision-making around whether to launch a freemium plan, whether to do an AppSumo deal, how his potential partnerships merger is panning out. The topics we cover [04:93] Update on the CRM partnership opportunity, AppSumo, and Freemium [23:39] Yet another Google security audit update Links from the show Bluetick.io Episode 535 | A Bluetick Update with Mike Taber MicroConf Remote Episode 543 | All Things Startup with #Mike Taber Mike Taber (@singlefounder) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In episode 551 of Startups For the Rest of Us, Rob does another solo adventure to talk about hiring owner-level thinkers, the fallacy of an autopilot passive income software business, and more. The topics we cover [1:25] Hiring task-level thinkers, project-level thinkers, and owner-level thinkers [07:43] The fallacy of an autopilot passive income software business [15:21] Our bootstrap community [20:45] Questions you should ask yourself when building/growing a company Links from the show FE International: Professional M&A Advisor Quiet Light Brokerage MicroAcquire - Startup acquisition marketplace. Free. Private. No middlemen. Empire Flippers - Website Brokers Billion Dollar Loser: The Epic Rise and Spectacular Fall of Adam Neumann and WeWork Invent and Wander: The Collected Writings of Jeff Bezos, With an Introduction by Walter Isaacson If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher This episode is sponsored by Rewardful, turning your biggest fans into your best marketers. Get 30% off your first 3 months by heading to getRewardful.com/startups. Offer expires May 31st.

In Episode 550, Rob Walling chats with Tony Chan, co-founder of CloudForecast, about his incredible story of perseverance after getting rejected multiple times only to finally find product-market fit and reach six figures in annual recurring revenue. The topics we cover [04:11] CloudForecast's current revenue and customer base [08:43] Origin story for the idea of CloudForecast [16:53] Dealing with (many) rejections [28:01] Parting ways with a co-founder [30:07] The journey to Product-Market Fit [35:23] Marketing channels that are working for CloudForecast Links from the show CloudForecast Episode 464 | Highs, Lows, and Building Your First Sales Process with Steli Efti Episode 507 | Making Cold Email Work in B2B SaaS Episode 463 | Troubleshooting Enterprise Sales (A Founder Hotseat with David Heller) The Only Sales Guide You'll Ever Need by Anthony Iannarino Tony Chan (@toeknee123) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher This episode is sponsored by Rewardful, turning your biggest fans into your best marketers. Get 30% off your first 3 months by heading to getRewardful.com/startups. Offer expires May 31st.

In Episode 439, Rob Walling is joined by Jordan Gal to answer listener questions about starting an e-commerce SaaS and the laws and regulations, and compliance requirements required. They talk about managing enterprise perceptions of risk towards bootstrap startups. They also answer questions about bootstrapping and enterprise SaaS as well as hiring a growth role and whether you should hire full-time or outsource to a contractor or an agency. The topics we cover [01:11] Regulatory requirements for starting an e-commerce platform (Solman Ahmed) [06:18] Managing enterprise perception of risk when selling as a bootstrapper (Noah Stall) [16:26] Are some markets not feasible with a bootstrapped approach? (Declan Sweeney) [22:42] Finding someone who is experienced growing SaaS companies (Russ) [30:10] Hiring full-time versus outsourcing (Filip Kis) Links from the show Crossing the Chasm DemandMaven || Growth Marketing Consultancy for SaaS & Startups MicroConf Connect — MicroConf Episode 537 | On Launching, Funding, and Growth with Serial SaaS Founder Rand Fishkin Episode 499 | The (First) Six Stages of SaaS Growth - Part 1 Episode 499.5 | The (First) Six Stages of SaaS Growth - Part 2 Jordan Gal (@jordangal) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher This episode is sponsored by Rewardful, turning your biggest fans into your best marketers. Get 30% off your first 3 months by heading to getRewardful.com/startups. Offer expires May 31st.

In Episode 548, Rob Walling chats with Zack Naylor about Aurelius and the harrowing tale of launching multiple times and having to rewrite and re-platform the codebase before finally finding success. They also discuss how to interpret feedback from your customers and the importance of listening to your instinct as a founder. The topics we cover [03:24] Background on how Aurelius helps UX researchers [07:56] The struggles of building and launching multiple alpha versions [15:14] Bootstrapping during a pandemic [22:20] Taking risks as an entrepreneur [26:28] Building a third version of the product that lead to unprecedented growth [30:48] Using your gut as a founder Links from the show Aurelius Things You Should Never Do, Part I Episode 541 | Faster Horses & Product Myths, Life-changing Money, Dual Funnels, and More Zack Naylor (@zacknaylor) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher This episode is sponsored by Rewardful, turning your biggest fans into your best marketers. Get 30% off your first 3 months by heading to getRewardful.com/startups. Offer expires May 31st.

In Episode 547, Rob Walling chats with Craig Hewitt about private podcasting, Apple's announcement around their subscription podcast offering as well as the accelerating growth of Castos. The topics we cover [1:22] Focusing on private podcasting at Castos [15:50] Mobile app for private podcasting [20:21] Apple's big announcement [28:08] Castos MRR growth Links from the show TinySeed Tales - Season 1 Seeking Scale Trustshoring Craig Hewitt (@thecraighewitt) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 546, Rob Walling flies solo for a Q&A episode. With a backlog of great listener questions, Rob discusses qualified small business stock (QSBS), hiring entrepreneurially-minded employees, indie hacking while working at a large company, and more. The topics we cover [01:51] Should I switch to a C Corp to take advantage of QSBS in five years? [05:40] How to attract entrepreneurial employees [14:19] Indie-hacking while working at a large Fortune 20 company [19:12] Finding a niche using the Disruptive Innovation Links from the show Episode 442 | Corporate Structures and How the Choice You Make Now Can Impact You Years Down the Line Episode 519 | Profit Sharing, Stock Options, and Equity (A Rob Solo Adventure) The Stair Step Approach to Bootstrapping | Rob Walling - Serial Entrepreneur Qualified Small Business Stock (QSBS) If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In Episode 545, Rob Walling chats with Tracy Osborn about the importance of learning design fundamentals for startup founders. They also discuss her new book and the pros/cons of self-publishing vs working with a publisher. The topics we cover [00:52] Intros [02:00] Deciding to self publish vs going with a publisher [11:11] Design fundamentals for a startup founder [16:23] Training your design eye [18:57] The #1 thing to do to become a better designer [20:01] Prototypes: the process of sketching ideas Links from the show Hello Web Design No Starch Press The 90-Minute Guide to Building Marketing Funnels That Convert (Data Beats Opinion) Hello Web App Sounds True Tracy's Savy Call breakdown Balsamiq Sketch UX Pin Tailwinds Tracy Osborn (@tracymakes) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

In this episode, Rob Walling is joined by Josh Pigford to answer listener questions, covering topics like annual pay increases, B2B SaaS price increases, white-label vs branded product, and hiring startup-minded people. The topics we cover [03:04] Building Maybe, and Rob busts Josh's chops about starting a business so soon [10:02] Question #1: Annual Raises - Anonymous [18:24] Question #2: Explaining a Price Increase - Steve McLeod Bootstrap FM [23:11] Question #3: Free or Discounted Plans in Exchange for Branding - Adam Wohlberg [29:28] Question #4: Finding startup people to hire - Anonymous Links from the show maybe Transparent Salaries | Buffer Radford | Compensation Surveys Episode 537 | On Launching, Funding, and Growth with Serial SaaS Founder Rand Fishkin Parachute List We Work Remotely Authentic Jobs Dynamite Jobs Josh Pigford (@Shpigford) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher