Can your 9-to-5 job secretly prepare you to be a founder?

In this solo episode, Rob Walling shares 11 unexpected lessons from his own day jobs, from courier to electrician to engineering manager, and how each role quietly taught him skills that shaped his success as a SaaS founder. He dives into the value of curiosity, self-education, and learning to lead before you ever start a company.

Episode Sponsor:

If you’ve got a strong vision but no technical partner, you need more than a “vibe-coded” MVP, you need a real foundation.

That’s where Designli comes in. Their two-week SolutionLab Prototyping Sprint pairs you with a product owner, designer, and developer to turn your idea into a beautiful, clickable prototype you’ll be proud to show investors or early users.

Right now, Startups for the Rest of Us listeners get $3,800 off their sprint.

Get started at designli.co/fortherestofus

• (2:03) – Why every day job can teach entrepreneurial skills
• (4:44) – Lesson #1: Figuring things out when instructions are unclear
• (7:27) – Lesson #2: Learning to respect other people’s time
• (9:05) – Lesson #3: How early self-education compounds over time
• (11:33) – Lesson #4: Embracing hard, unglamorous work
• (14:09) – Lesson #5: Why experience always beats credentials
• (16:42) – Lesson #6: Letting the buck stop with you
• (17:44) – Lesson #7: Knowing when to cut corners (and when not to)
• (20:11) – Lesson #8: Finding the right people to work with
• (21:33) – Lesson #9: Managing and motivating people as a learned skill
• (23:53) – Lesson #10: Turning hiring and firing into Founder superpowers
• (26:11) – Lesson #11: The value of exposure to well-run systems

• MicroConf Mastermind Matching – Apply before January 16th
• The SaaS Playbook by Rob Walling
• Good to Great by Jim Collins
• Seven Habits of Highly Effective People by Stephen R. Covey
• Think and Grow Rich by Napoleon Hill
• MicroConf
• Rob Walling @robwalling) | 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:

What’s it take for a bootstrapped SaaS to beat a competitor with $10M in venture funding?

In this episode, Rob Walling talks with Laura Roeder, founder of Paperbell, about how her lean, fully-bootstrapped team outlasted and outperformed a VC-funded rival. They discuss what the venture-backed company got wrong, how Paperbell focused on the right customers, and why efficiency still beats funding.

• (3:52) – Competing against a $10M-funded startup
• (8:45) – Why “self-serve SaaS on hard mode” was worth it
• (14:36) – How over-investing in engineering killed their competitor
• (19:04) – The real problem with under-investing in marketing
• (21:19) – Why some SaaS markets can’t scale upmarket
• (24:13) – Why some markets are perfect for bootstrappers
• (28:42) – How big funding rounds create false signals
• (30:24) – The behind-the-scenes of a potential acquisition deal
• (33:26) – How Paperbell became the market leader

• MicroConf Mastermind Matching
• The SaaS Playbook by Rob Walling
• Paperbell
• Laura Roeder (@lkr) | 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

How will AI, SEO, and market shifts change SaaS next year?

In this solo episode, Rob Walling revisits his predictions for 2025, what he got right, what he totally missed and shares nine new predictions for 2026. He reflects on trends shaping bootstrapped SaaS, from the rise of AI-first startups to the challenges facing horizontal SaaS founders.

If your product or service helps SaaS founders, bootstrappers, or indie entrepreneurs, you can reach thousands of listeners each week through Startups for the Rest of Us.

Email us at sponsors@startupsfortherestofus.com

• (1:09) – Lessons from common SaaS plateaus and the Core Four framework
• (4:39) – Rating his 2025 predictions: what came true (and what didn’t)
• (12:46) – Prediction #1: Horizontal SaaS will face major headwinds
• (15:56) – Prediction #2: Overreliance on SEO will hurt SaaS founders
• (16:26) – Prediction #3: Top brands will dominate as AI narrows discovery
• (21:04) – Prediction #4: The AI VC bubble won’t burst in 2026
• (21:47) – Prediction #5: Open source AI models will double in usage
• (22:28) – Prediction #6: A major no code platform will struggle or shut down
• (23:33) – Prediction #7: M&A for small SaaS startups will accelerate
• (24:31) – Prediction #8: Bitcoin will hit a new all-time high
• (25:31) – Prediction #9: Stripe will not go public (again)
• (26:26) – Reflections on MicroConf and TinySeed milestones

• MicroConf US – Portland, April 2026
• Rob Walling YouTube Channel
• Apply to TinySeed
• TinySeed Portfolio
• 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 question for an upcoming episode. We’d love to hear from you!

Subscribe & Review: iTunes | Spotify