Startups For the Rest of Us

Rob Walling
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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. 18 HRS AGO

    Episode 750 | Making Your First Hire, Testing Prices, And More Listener Questions (with Laura Roeder)

    In episode 750, Rob Walling is joined by Laura Roeder, founder of Paperbell, to answer intermediate listener questions. They discuss making your first hire with limited funds, testing pricing models with existing customer bases, and more. Laura also provides some great advice on content marketing, drawing from her past experience at MeetEdgar. Topics we cover:  (3:14) – Building a team before you can afford your first, full time hire (11:11) – Testing pricing with existing customer bases (19:00) – What type of content should you focus on? (25:20) – Growing a pipeline of leads with limited resources (31:00) – Who are your 100 best customers? Links from the Show:  SaaS Institute TinySeed TinySeed Tales is Back: S4E1 Lauraroeder.com Laura Roeder (@lauraroeder.bsky.social) | Bluesky Paperbell Episode 473 | Managing Annual Subscriptions, Low-price vs. High, Being a Non-Developer Founder, and More Listener Questions with Laura Roeder Exactly How I Cold Emailed My Way to A Life-Changing Exit (And You Can Too) by Laura Roeder The SaaS Playbook Buy Back Your Time by Dan Martell If I Started SaaS in 2024, Here’s My B2B Content Strategy for $1M ARR The Ultimate Sales Machine by Chet Holmes 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. 5 DAYS AGO

    Episode 749 | TinySeed Tales s4e1: Introducing Hammerstone.dev

    Welcome to Season 4 of TinySeed Tales, where we follow the founders of one SaaS startup throughout a few years as they share their struggles, victories, and failures. In the first episode of Season 4, Rob introduces us to Colleen Schnettler, the cofounder of Hammerstone. Colleen is a self-taught Rails developer, and this season will follow how Hammerstone eventually becomes Hello Query – an AI-powered chatbot that runs custom reporting on your data. Colleen is one of 27 startup founders from TinySeed’s Fall 2022 accelerator batch. Topics we cover:  (2:16) – TinySeed Tales Season 4 with Colleen Schnettler (3:57) – Custom reporting in Laravel and Rails (7:05) – Becoming an “atypical founder” (14:11) – Entrepreneurship as a military spouse (16:17) – Motivations for joining TinySeed (19:15) – A recent low point, and high point in the business (25:00) – Big plans and risky moves ahead Links from the Show:  TinySeed Applications open on February 10th Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Refine by Hammerstone Hello Query Software Social Podcast TinySeed Tales | Season 1 | Castos TinySeed Tales | Season 2 | Gather TinySeed Tales | Season 3 | Cloudforecast 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

    26 min

  3. 14 JAN

    Episode 748 | The Ins and Outs of Startup Investing

    In episode 748, Rob Walling sits down with Einar Vollset, co-founder of TinySeed, to discuss the ins and outs of startup investing. They explore the differences between VC and angel investing, the importance of deal flow, and the challenges of valuation. Rob and Einar also highlight how TinySeed’s approach differs from traditional VC, including their focus on capital efficiency and why it’s been working for ambitious B2B SaaS companies. Topics we cover:  (2:37) – The stigma of bootstrapper funding is waning (6:44) – What success looks like in venture funding (10:45) – Breaking down the math and deal flow (17:54) – How valuations work (26:21) – Keeping optionality (29:58) – Evaluating markups (35:18) – Raising TinySeed’s next fund Links from the Show:  MicroConf Connect Applications open until January 15th TinySeed Invest with TinySeed Einar Vollset (@einarvollset) | X Episode 744 | Bluesky, TinySeed is Raising, YC Backs Competitors, and More Hot Take Tuesday Topics Discretion Capital How To Invest In Startups by Sam Altman 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

    39 min

  4. 7 JAN

    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

  5. 31/12/2024

    Episode 746 | 9 Startup Predictions for 2025

    In episode 746, Rob Walling looks ahead to 2025 with nine startup predictions, exploring trends in no-code tools, search, autonomous vehicles, AI, and an increase in platform risk for bootstrapped founders. Topics we cover:  (1:52) – Carrying forward predictions from 2024 (3:09) – Search volume for Google organic SEO  (6:34) – Ads in AI interfaces (7:50) – Google’s revenue drops, bootstrapper opportunities (10:07) – “AI” use in  H1’s  (14:01) – Self-driving taxis (19:28) – Platform risk intensifies Links from the Show:  Exit Strategy: The Entrepreneur's Guide to Selling Your Business Without Regret Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024 Episode 725 | SEO in the Age of AI, Freemium, When Brand Becomes Important, and More Advanced Listener Questions (with Ruben Gamez) LINKLO TinySeed Episode 735 | The 8 Levels of SaaS Platform Risk (A Rob Solo Adventure) 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

    22 min

  6. 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

  7. 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

  8. 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
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4.9
out of 5
65 Ratings

About

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.

Information

  • Creator
    Rob Walling
  • Years Active
    2010 - 2025
  • Episodes
    329
  • Rating
    Clean
  • Copyright
    © 2023 Startups For the Rest of Us
  • Show Website
    Startups For the Rest of Us

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