Startups For the Rest of Us

Rob Walling
Startups For the Rest of Us

The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.

  1. 7. 1.

    Episode 747 | Evolving SaaS Customer Success Over 7 Years (with Jane Portman)

    In episode 747, Rob Walling interviews Jane Portman, co-founder of Userlist, to discuss the evolution of their SaaS customer success strategy. Jane shares the four stages of Userlist’s customer success journey, from the early days of trial and error to implementing done-for-you services. They also discuss the challenges of customer onboarding for complex products. Topics we cover:  (2:20) – How customer success works at Userlist (5:27) – Dealing with upfront onboarding friction  (9:51) – Stage 1, “young and naive” (12:16) – Stage 2, “hire someone” (19:06) – Stage 3, “done for you services” (25:47) – Leveraging the Userlist blog (29:26) – Stage 4, “developing your own frameworks” Links from the Show:  SaaS Institute TinySeed Jane Portman (@uibreakfast) | X Jane Portman (@uibreakfast.com) | Bluesky Userlist Episode 471 | Fighting to Gain Traction in a Crowded Space with Jane Portman of Userlist Episode 742 | Normalizing Hard Things, Facing Your Biggest Threat, and Making it Fast (A Rob Solo Adventure) Crossing the Chasm by Geoffrey A. Moore Userlist Closes a Pre-Seed Round with 21 Angel Investors SaaS Email Marketing Strategy: Everything You Need to Know 20+ “Invite Your Team” Email Examples Atomic Emails: Our Proven Method for Writing Email Campaigns 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

    36 min
  2. 24. 12. 2024

    Episode 745 | Reflecting on 2024: Revisiting My Predictions, The Best Episodes, My Favorite Frameworks, and More (A Rob Solo Adventure)

    In episode 745, Rob Walling goes solo to reflect on 2024. He revisits key concepts and frameworks introduced on the podcast, including the 2-20-200 Validation Framework, Orthogonal SaaS, and the eight levels of platform risk. Rob also looks back at his top five favorite episodes and reviews his predictions for the year—some of which came to pass, and others that didn’t. Topics we cover:  (2:05) – Looking back at concepts and frameworks from past 12 months (8:50) – Rob’s 5 favorite episodes (11:56) – Reflecting on 2024 accomplishments (19:47) – TinySeed Tales Returns in 2025 (21:18) – Evaluating 2024 predictions Links from the Show:  The SaaS Launchpad – Start Free with “The DNA of a Great SaaS Idea” MicroConf YouTube Channel Episode 706 | 2/20/200 Validation, Prior Art, and Designing by Committee (A Rob Solo Adventure) TinySeed Vertical SaaS vs Horizontal SaaS - Which is More Profitable? Episode 735 | The 8 Levels of SaaS Platform Risk (A Rob Solo Adventure) The SaaS Playbook Episode 728 | Bootstrapping Gymdesk to a More Than $32.5M Exit Episode 706.5 | Rethinking My Most Common Advice Episode 729 | 9 Things I’ve Learned Investing in 170+ SaaS Companies Episode 709 | The 7 Greatest Investments of My Life Episode 694 | 2023 In Review: Amazing Growth & Fighting Burnout How Ben Chestnut Bootstrapped Mailchimp to a $12 Billion Exit MicroConf New Orleans 2025 Start Small, Stay Small by Rob Walling Exit Strategy: The Entrepreneur's Guide to Selling Your Business Without Regret TinySeed Tales

    27 min
  3. 17. 12. 2024

    Episode 744 | Bluesky, TinySeed is Raising, YC Backs Competitors, and More Hot Take Tuesday Topics

    In episode 744, Rob Walling is joined by Tracy Osborn and Einar Vollset to give their hot takes on some recent news. They cover the recent rise of Bluesky, kicking off a 4-figure bet between Tracy and Einar. Then they discuss TinySeed’s third fund, YC Combinator backing competitors, dealing with imposter syndrome, and finally government involvement in banning social media. Topics we cover:  (1:49) – Will Bluesky survive and thrive? (9:07) – The bet on Bluesky growth (13:46) – TinySeed is raising a third fund (17:25) – Y Combinator backs duplicates (22:18) – Dealing with Imposter Syndrome (27:46) – Australia's social media ban Links from the Show:  The SaaS Launchpad – Start Free with “The DNA of a Great SaaS Idea” Invest in TinySeed Rob Walling (@robwalling.com) | Bluesky TinySeed (@tinyseed.com) | Bluesky Tracy Osborn (tracymakes) (@tracyosborn.com) | Bluesky Einar Vollset (@einarvollset) | X Y Combinator often backs startups that duplicate other YC companies, data shows Procrastination and the Fear of Not Being 'Good Enough' by Swapnil Chauhan Startup Founders, Do THIS to Beat Imposter Syndrome Australia proposes 'world-leading' ban on social media for children under 16 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

    34 min
  4. 10. 12. 2024

    Episode 743 | How to Sell Your Business Without Regret

    In episode 743, Rob Walling and Dr. Sherry Walling read the first chapter of their new book, Exit Strategy: The Entrepreneur’s Guide to Selling Your Company Without Regret. They discuss the emotional and psychological challenges of selling a business, and why it’s often harder than founders expect. They offer insights on how to prepare for a sale, protect your mental health, and how to best navigate this major life change that few others understand. Back the book on Kickstarter Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io.  For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.”  Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer.  To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups.  Topics we cover:  (1:49) – Exit Strategy Introduction (6:56) – Exits are complicated (11:16) – One of the hardest things you’ll ever do (15:57) – Your business is your baby  (18:35) – Entering the unknown (26:49) – Six factors that shape how you feel about an exit (31:03) – Making it real Links from the Show:  Exit Strategy: The Entrepreneur's Guide to Selling Your Business Without Regret Back the book on Kickstarter MicroConf Connect Applications Close Today, December 10th Rob Walling (@robwalling) | X Dr. Sherry Walling (@sherrywalling) | X The SaaS Playbook Built to Sell by John Warrillow Touching Two Worlds by Dr. Sherry Walling The Entrepreneur’s Guide to Keeping Your Sh*t Together by Sherry Walling, PhD, Rob Walling If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your quest...

    37 min
  5. 26. 11. 2024

    Episode 741 | What Actually is Product Led Growth? (with Wes Bush)

    In episode 741, Rob Walling talks to Wes Bush, CEO and Founder of ProductLed, about the nuances and misconceptions of product-led growth. Wes debunks common myths and explains how companies can leverage their product to drive user acquisition, engagement, and growth. They dive into a real-world example and explore how founders can avoid the trap of thinking the product will “sell itself” while contrasting PLG and sales-led strategies. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io.  For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.”  Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer.  To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups.  Topics we cover:  (2:01) – Defining product-led growth (6:07) – Are users able to get value for free?  (11:38) – Hybrid: both product-led and sales-led (14:52) – Determining the main outcome of your free model (19:23) – Misuse of the PLG terminology (22:00) – The benefits of PLG over sales-led growth (24:08) – Workshopping SavvyCal’s product-led strategy Links from the Show:  Mastermind Applications are open until December 4th Wes Bush (@wes_bush) | X ProductLed (@productled) | X ProductLed Product-Led Growth: How to Build a Product That Sells Itself by Wes Bush The Product-Led Playbook: How to Unlock Self-Serve Revenue and Dominate Your Market (With a Tiny Team) by Wes Bush Free Audiobook of The Product-Led Playbook Product-Led Onboarding by Ramli John TinySeed SparkToro SavvyCal 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!...

    32 min
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Informace

The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.

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