Episode 771 | What Changes As You Grow, AI Agents, Patents, and More Listener Questions (with Craig Hewitt)
Can SaaS companies survive the rise of AI Agents?
In episode 771, Rob Walling is joined by Craig Hewitt to answer listener questions. They discuss the changes that happen while transitioning from a small startup to a multi-million dollar SaaS, competing against larger competitors, and maintaining startup culture as teams grow. They also share thoughts on AI agents in the SaaS space and the relevance of patents for bootstrapped businesses.
Episode Sponsor:
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Topics we cover:
(2:41) – Marketing and sales strategies while scaling
(9:31) – Keeping the startup culture through growth
(14:50) – Can SaaS survive autonomous agents?
(21:03) – AI wrapper tools
(25:15) – Patent strategy for startups
(29:30) – Competing against VC-backed companies
Links from the Show:
MicroConf Remote: Early-Stage SaaS Sales
Invest in TinySeed
Craig Hewitt (@TheCraigHewitt) | X
Craig Hewitt (@craighewitt.com) | Bluesky
Rouge Startups
Castos
Omar Zenhom
Omar Zenhom’s MicroConf Talk
AI Agents vs SaaS - Who Wins the Future of Software?
Episode 542 | 10x in Two Years, Past $3M ARR with SquadCast
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your quest...
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38:48
Episode 770 | Revenue vs. Profit, Asking for Permission, and Mike Tyson (A Rob Solo Adventure)
Is it more important for entrepreneurs to focus on revenue or profit?
In episode 770, Rob Walling goes solo to explore the relationship between revenue and profit in SaaS, and the dangers of waiting for permission. He also draws inspiration from Mike Tyson’s work ethic and George Lucas’ visionary mindset to encourage entrepreneurs to push through obstacles and innovate.
Topics we cover:
(2:41) – MRR versus ARR
(8:04) – Don’t ask for permission, don’t give in to defeatism
(14:38) – Inventing to pursue novel visions
(18:48) – Mike Tyson’s training regimen
(20:48) – You don’t need to be the best in the world
Links from the Show:
MicroConf Growth Retreat
Discretion Capital
Email Einar
Rob Walling (@robwalling) | X
Rob Walling | LinkedIn
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
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25:05
Episode 769 | Key Insights from MicroConf 2025 in New Orleans
Did you miss out on MicroConf US in New Orleans?
In episode 769, Rob Walling welcomes Derrick Reimer back to share highlights from MicroConf New Orleans. They dive into the event's vibrant atmosphere, standout founder talks, and the energizing mix of new and familiar faces that made this gathering in the Big Easy truly special.
Topics we cover:
(1:40) – MicroConf New Orleans audience breakdown
(5:50) – Upcoming MicroConf events
(9:05) – 5 Lessons That Exits Teach Us About Running Our Business
(12:35) – Anthony Pierri’s talk about homepage positioning
(15:16) – 4 New Orleans excursions
(17:17) – Talks on copywriting, pricing, and LinkedIn outreach
(25:57) – Reviewing attendee feedback
Links from the Show:
MicroConf Connect Applications Open Until April 9th
MicroConf Growth Retreat
MicroConf Europe 2025
MicroConf Remote
Exit Strategy by Sherry Walling, PhD & Rob Walling
Derrick Reimer (@derrickreimer) | X
Derrick Reimer(@derrickreimer.com) | Bluesky
SavvyCal
Episode 737 | Key Takeaways from MicroConf Europe 2024 (With Derrick Reimer)
Anthony Pierri (@apierriPMM) | X
Lianna Patch (@punchlinecopy.com) | Bluesky
Street Pricing by Marcos Rivera
Episode 765 | TinySeed Tales s4e9: Making the hardest decision
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
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30:53
Episode 768 | Reacting to Controversial Startup Advice
Do you disagree with any of these controversial takes about bootstrapping?
In episode 768, Rob Walling unpacks a series of semi-controversial beliefs about bootstrapping from ScrapingBee’s Pierre de Wulf. Rob evaluates each point from Pierre's tweet, discussing topics like rebranding your SaaS, the hidden problem of affiliate marketing, and the realities of scaling a SaaS business.
Topics we cover:
(1:21) – Pierre’s semi-controversial bootstrapping beliefs
(4:35) – Don’t waste time on a rebrand
(7:24) – No one cares about your domain extension
(9:06) – Affiliate marketing won’t fix your acquisition issues
(11:51) – There is no silver bullet for growth
(13:42) – Copy what works best
(14:59) – Double down on acquisition channels that work
(16:53) – Hire specialists
(19:34) – Never offer a plan with unlimited features
(20:22) – Don’t offer a cheap plan if you can’t support it
(20:47) – Don’t add social logins to your signup page
(21:27) – Read competitors’ reviews several times a year
(21:59) – $10k MRR doesn’t guarantee $100k MRR
(22:28) – You will get copied if you share success
(23:02) – “Build this feature…”
(24:10) – The Mom Test
(24:56) – Provide value for your target demographic for free
(25:47) – Don’t overthink Product Hunt
(26:00) – You’ll never sell your SaaS for 10x
Links from the Show:
MicroConf Growth Retreat in London
Rob Walling (@robwalling) | X
Pierre de Wulf (@PierreDeWulf) | X
ScrapingBee (@ScrapingBee) | X
ScrapingBee
Pierre’s semi-controversial bootstrapping beliefs
TinySeed
Rob Walling.com
Rob Walling | LinkedIn
SaaS Institute
Exit Strategy by Sherry Walling, PhD & Rob Walling
Episode 705 | From Bootstrapped to Mostly Bootstrapped to Venture Backed
The Mom Test by Rob Fitzpatrick
Deploy Empathy by Michele Hansen
The SaaS Playbook by Rob Walling
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your questi...
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Episode 767 | Finding Your ICP, Prioritizing Feature Requests, Pricing, and More Product-Focused Listener Questions
Is product management more of an art, or a science?
In episode 767, Rob Walling is joined again by Brendan Fortune to answer listener questions focused on product management. They discuss identifying your ideal customer profile, prioritizing feature requests, and positioning against competitors. They also weigh in on how product managers should focus their time.
Topics we cover:
(2:50) – Is your ideal customer always your highest paying one?
(8:11) – Finding just one ICP can be difficult
(14:56) – How do you prioritize feature requests?
(19:24) – Product management is art and science
(26:02) – Competing with competitors on value, not price
(32:21) – How should product managers focus their time?
(37:20) – How do PMs manage roadmaps and user feedback?
Links from the Show:
Invest in TinySeed
MicroConf Mastermind Applications close March 31st
MicroConf Growth Retreat
The SaaS Playbook
Brendan Fortune | LinkedIn
Customer.io
Episode 756 | Why Great Product Management Is Critical for Your Startup
Product Flywheel + Pricing + Org Strategy (Miro)
Savio
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
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.