Bootstrapper Agent

Founder health

Running a small company alone is hard on the head. These entries deal with motivation, burnout, grief and the strange psychology of building, and sometimes selling, a business.

12 entries on this shelf, our first picks at the top

  1. How to Stay Motivated as a Founder: A Psychologist's Framework

    Talk, Sherry Walling, 35 min

    Best forFounders whose business is fine on paper but who feel flat, drained or close to burnout.

  2. Revisiting Burnout + Updates on My Progress in 2024 (A Rob Solo Adventure)

    Episode, Rob Walling, 28 min

    Best forFounders running hot for too long and wondering how others pull back.

  3. Roadblocks vs. Speed bumps

    Article, Rob Walling, 4 min read

    Best forFounders who lose sleep treating every lost deal or bug as the end of the business.

  4. Hacking Your Founder Psychology

    Episode, Rob Walling, Sherry Walling, 30 min

    Best forFounders whose head, not their product, is the bottleneck.

  5. How to Force Yourself to Ship (Even When It's Hard)

    Article, Rob Walling, 5 min read

    Best forFounders who have been polishing the same release for months.

  6. How We Built a $1.5M ARR SaaS With 3 People and $0 in Ad Spend

    Talk, Marie Martens, 36 min

    Best forFounders weighing a generous free plan and product-led growth instead of paid acquisition.

  7. The Psychology of Building and Selling a SaaS: 5 Lessons Exits Teach Founders

    Talk, Sherry Walling, Rob Walling, 31 min

    Best forFounders who want to understand their own relationship to the business before an exit forces the question.

  8. How to Bootstrap and Sell a SaaS: 10 Lessons from WebinarNinja Founder Omar Zenhom

    Talk, Omar Zenhom, 25 min

    Best forFounders several years in who are asking whether to keep going, hire up, or sell.

  9. SaaS Growth Stalled? A 3-Month Plan to Get Momentum Back

    Talk, Marc Thomas, 35 min

    Best forFounders with a working product whose growth has stalled and who are tempted to start over.

  10. How to Sell Your Business Without Regret

    Episode, Rob Walling, Sherry Walling, 37 min

    Best forFounders thinking about selling who have not thought about the day after.

  11. Overcoming a 40% Decline in MRR with Brian Casel

    Episode, Rob Walling, Brian Casel, 47 min

    Best forFounders watching revenue slide who need proof it can turn around.

  12. What I Learned Buying, Growing, and Selling My Startup

    Article, Rob Walling, 6 min read

    Best forFounders weighing whether to buy an existing app or sell one to focus on something bigger.