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.

(3:15) – Early traction using Facebook groups (7:17) – The tradeoff between growth and work-life balance (12:26) – Participating inside Facebook groups run by rivals (14:39) – Ranking for niche SEO terms (19:06) – Funding the early days through consulting (25:14) – Surviving churn in a seasonal, high-turnover market

• SaaS Institute
• Mark Cuban Blog Post
• Kevin Wagstaff | LinkedIn
• Kevin Wagstaff (@KevinWagstaff3) | X
• Spectora

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

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.

• (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 prices?
• (22:35) – Narrowing your ICP and product focus
• (28:07) – How do you spec agency projects?
• (30:10) – Should you keep building on a changing platform?

• MicroConf Europe | Istanbul, Sep 28-30, 2025
• SaaS Launchpad
• TinySeed
• The SaaS Playbook
• MicroConf Connect

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

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.

• (6:07) – Defining the six levels of wealth
• (11:49) – Why earning more isn’t enough
• (14:17) – How entrepreneurs build wealth
• (15:15) – The “0.01%” spending rule
• (31:13) – Can money actually make you happier?

• Invest in TinySeed
• Of Dollars And Data
• The Wealth Ladder by Nick Maggiulli
• Just Keep Buying by Nick Maggiulli
• The E-Myth Revisited by Michael E. Gerber
• Nick Maggiulli | LinkedIn
• Nick Maggiulli (@dollarsanddata) | X

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