What happens when a bootstrapper at heart raises $28 million and spends the next decade living with that decision?
In this episode, Rob Walling sits down with Nick Francis, the co-founder of Help Scout, to walk through the full 15-year arc of building one of the most beloved support tools in SaaS. From the cramped Techstars apartment he shared with a co-f ... Show More
Jul 14
Episode 841 | One-time Payments, Growing a Step 2 Business, Positioning, and More Listener Questions (Rob Solo)
Should you keep pouring time into a business that will probably never be huge? In this episode, Rob Walling answers listener questions about whether to keep growing a "step two" B2C business despite platform risk, when one-time payments make sense versus subscriptions, and how to ... Show More
27m 39s
Jul 7
Episode 840 | 5 PM Revisited, Starting Over After Failure, Never Shipping, and More Listener Questions (Rob Solo)
What's really stopping you from shipping your product and how do you finally push through? In this listener questions episode, Rob Walling covers a lot of ground: revisiting the 5PM framework with more opinionated guidance on pricing and market size, the right time to use vibe co ... Show More
32m 46s
Aug 2024
The Future of Entrepreneurship (from The Prof G Pod)
Today is all about work-life balance, how to raise capital for your business, and what makes a good vs. bad entrepreneur. In this episode of The Prof G Pod with friend of Fixable and best-selling author, professor, and entrepreneur Scott Galloway, we hear from a college student w ... Show More
20m 38s
Apr 2024
57 Minutes of Business Tactics & Lessons l Podcast With Friends Ep. 15
<p>On today's episode of Podcast With Friends, I sit down with Vinay Menda, Devon Lévesque, Chris Olexa, and Justin Smith. The conversation delved into the realities of entrepreneurship, the importance of attention as an asset, and the emotional impact of business failures. ... Show More
57m 15s
Apr 2023
#276 – SaaS Trends, Crowdfunding a Book, and Life After Success with Rob Walling of TinySeed
Rob Walling (@robwalling) talks his new playbook on SaaS, why he launched on Kickstarter, the latest startup trends, how to have a winning mindset, and whether we should build a Kickstarter for Indie Hackers with Courtland (@csallen) and Channing (@ChanningAllen).
1h 2m
Dec 2023
The key to business success...
<p>"On today's episode of the podcast, I'm sharing an interview that I recently did with Masters of Scale: Rapid Response. The host, Bob Safian, asked some questions, and I answered on the spot about a range of topics, from things that are considered a waste of time ... Show More
23m 8s
Mar 2025
The Social Media Crash Course That will Grow Your Business TODAY | Tea with GaryVee Ep. 71
<p>You ever feel like you’ve got something special — a unique story, a killer product, a dream that’s finally starting to click — but you don’t know how to pull it all together? This episode’s for you.</p><p>I sat down with some incredible callers, from a furniture-flipper-turned ... Show More
35 m