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PODCAST

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.

business entrepreneurship

All Episodes

00:56:04

Episode 794 | From Struggling Side Project to...

Startups For the Rest of Us ·

2025/09/09

B2C, low price point, one-time payments… not the typical recipe for a life-changing exit. In this episode, Rob Walling talks with longtime listener Zamir Khan, founder of VidHug (now Memento). Zamir’s story broke a lot of SaaS “rules”: B2C, low price point, one-time payments, and years of slow growth. He shares how he nearly gave up, the pandemic surge that changed everything, and the emotional ride that led to a life-changing exit. Episode

en-US

00:56:04

Episode 794 | From Struggling Side Project to...

Startups For the Rest of Us ·

2025/09/09

B2C, low price point, one-time payments… not the typical recipe for a life-changing exit. In this episode, Rob Walling talks with longtime listener Zamir Khan, founder of VidHug (now Memento). Zamir’s story broke a lot of SaaS “rules”: B2C, low price point, one-time payments, and years of slow growth. He shares how he nearly gave up, the pandemic surge that changed everything, and the emotional ride that led to a life-changing exit. Episode

en-US

00:27:16

Episode 793 | TinySeed Tales s5e3: Building Momentum

Startups For the Rest of Us ·

2025/09/04

What happens when momentum hits and your biggest challenge becomes keeping up? In this episode of TinySeed Tales, Rob Walling catches up with Harris Kenny, founder of OutboundSync. Revenue is growing, the team is moving fast, and enterprise leads are coming in. But with success comes complexity: support load, pricing strategy, and product demands are all increasing. Harris is hiring again, learning to say no, and figuring out how to keep the momentum

en-US

00:45:54

Episode 792 | Hot Take Tuesday: GPT-5 Struggles, the...

Startups For the Rest of Us ·

2025/09/02

Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal. Episode Sponsor This episode is brought to you by Gearheart.io, which specializes in helping

en-US

00:45:54

Episode 792 | Hot Take Tuesday: GPT-5 Struggles, the...

Startups For the Rest of Us ·

2025/09/02

Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal. Episode Sponsor This episode is brought to you by Gearheart.io, which specializes in helping

en-US

00:29:16

Episode 791 | TinySeed Tales s5e2: Growing Pains

Startups For the Rest of Us ·

2025/08/28

In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his SaaS business just months after transitioning from agency work. Harris shares how niching down to outbound-focused agencies unlocked sales momentum. He talks about hiring, his Salesforce breakthrough, SOC 2 prep, and why finally spending his TinySeed funding changed everything. Topics we cover: (2:27) –

en-US

00:29:16

Episode 791 | TinySeed Tales s5e2: Growing Pains

Startups For the Rest of Us ·

2025/08/28

In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his SaaS business just months after transitioning from agency work. Harris shares how niching down to outbound-focused agencies unlocked sales momentum. He talks about hiring, his Salesforce breakthrough, SOC 2 prep, and why finally spending his TinySeed funding changed everything. Topics we cover: (2:27) –

en-US

00:34:02

Episode 790 | From Scrappy to Scalable: Evolving Your...

Startups For the Rest of Us ·

2025/08/26

How can you scale yourself as a founder? In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Violet, former COO, VP of Engineering, and Google leader) to unpack how a founder’s role must change as the company grows. From writing the code yourself to leading managers of managers, they dig into the tough transitions every founder faces, and what happens if you don’t adapt. Topics we cover: (3:27) – How the founder/CEO

en-US

00:34:02

Episode 790 | From Scrappy to Scalable: Evolving Your...

Startups For the Rest of Us ·

2025/08/26

How can you scale yourself as a founder? In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Violet, former COO, VP of Engineering, and Google leader) to unpack how a founder’s role must change as the company grows. From writing the code yourself to leading managers of managers, they dig into the tough transitions every founder faces, and what happens if you don’t adapt. Topics we cover: (3:27) – How the founder/CEO

en-US

00:30:55

Episode 789 | TinySeed Tales s5e1: From Agency to SaaS

Startups For the Rest of Us ·

2025/08/21

Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between. In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It’s a high-stakes transition that many agency owners are never able to make. Topics we

en-US

00:30:55

Episode 789 | TinySeed Tales s5e1: From Agency to SaaS

Startups For the Rest of Us ·

2025/08/21

Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between. In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It’s a high-stakes transition that many agency owners are never able to make. Topics we

en-US

00:57:42

Episode 788 | Do I Need a Co-founder? And More...

Startups For the Rest of Us ·

2025/08/19

What are the real risks of AI-generated code and “vibe coding”? In this episode, Rob Walling is joined once again by fan-favorite Derrick Reimer to answer a fresh batch of listener questions. They dig into solo vs. co-founder trade-offs, managing scope creep, and how integrations can shape early traction. Want to get your questions answered? Drop them here. Topics we cover: (2:33) – Do you need a co-founder to succeed in SaaS? (5:18) –

en-US

00:37:48

Episode 787 | "We Shut Down a $1.5M Product, and...

Startups For the Rest of Us ·

2025/08/12

How do you know it’s time to move on from a product that’s growing? In this episode, Rob Walling chats with Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), about a rare founder journey: bootstrapping, catching lightning in a bottle, and choosing to go big with venture capital. They dive into the emotional and strategic weight of shutting down a $1.5M ARR product, what shifts when you scale past 40 people, and why Braden prioritized long-term

en-US

00:37:48

Episode 787 | "We Shut Down a $1.5M Product, and...

Startups For the Rest of Us ·

2025/08/12

How do you know it’s time to move on from a product that’s growing? In this episode, Rob Walling chats with Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), about a rare founder journey: bootstrapping, catching lightning in a bottle, and choosing to go big with venture capital. They dive into the emotional and strategic weight of shutting down a $1.5M ARR product, what shifts when you scale past 40 people, and why Braden prioritized long-term

en-US

00:44:46

Episode 786 | Questions About Bootstrapping SaaS to a...

Startups For the Rest of Us ·

2025/08/05

How do you really know when you’ve hit product-market fit? In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora, to answer listener questions about early traction in Facebook groups, finding product-market fit, handling criticism, and what it really took to bootstrap to a $90M exit. Want to get your questions answered? Drop them here. Topics we cover: (3:15) – Early traction using Facebook groups (7:17) – The

en-US

00:34:20

Episode 785 | Choosing Between AI Products, Building...

Startups For the Rest of Us ·

2025/07/29

How do you choose between multiple product ideas? In this solo episode, Rob Walling answers listener questions about picking between two SaaS ideas, product positioning, and how to know when to stop working on a project. Want to get your question answered? Drop them here. Topics we cover: (3:06) – Choosing between two AI products (9:38) – Will early niche positioning hurt future growth? (14:51) – At what point would you consider lowering

en-US

00:31:26

Episode 784 | The Wealth Ladder: Six Levels of...

Startups For the Rest of Us ·

2025/07/22

What’s the real roadmap to lasting financial freedom? In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth Ladder. Nick explains how to identify your current financial stage and what it really takes to move up. They dig into how wealth changes your spending habits, why exits (not salaries) drive significant changes in net worth, and how your definition of freedom might evolve over time. Topics we cover: (6:07) –

en-US

00:31:26

Episode 784 | The Wealth Ladder: Six Levels of...

Startups For the Rest of Us ·

2025/07/22

What’s the real roadmap to lasting financial freedom? In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth Ladder. Nick explains how to identify your current financial stage and what it really takes to move up. They dig into how wealth changes your spending habits, why exits (not salaries) drive significant changes in net worth, and how your definition of freedom might evolve over time. Topics we cover: (6:07) –

en-US

00:40:31

Episode 783 | Bootstrapping ScrapingBee to $5M ARR...

Startups For the Rest of Us ·

2025/07/15

When is the right time to sell your profitable SaaS? In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBee, about how they mostly bootstrapped their web scraping SaaS to $5 million ARR and an eight-figure all-cash exit. They explore the pivotal shift that took them from $7K MRR to nearly $1M ARR in just 15 months, what Pierre splurged on post-exit, and the emotional, legal, and strategic complexities of selling a

en-US

00:40:31

Episode 783 | Bootstrapping ScrapingBee to $5M ARR...

Startups For the Rest of Us ·

2025/07/15

When is the right time to sell your profitable SaaS? In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBee, about how they mostly bootstrapped their web scraping SaaS to $5 million ARR and an eight-figure all-cash exit. They explore the pivotal shift that took them from $7K MRR to nearly $1M ARR in just 15 months, what Pierre splurged on post-exit, and the emotional, legal, and strategic complexities of selling a

en-US

833 results

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