Ask HN: Designing a self-motivating program to build and ship projects

NOTE: I am explicitly leveraging Cunningham's Law. ------- About me: entrepreneur wannabe, overeducated, too much experience, financially stable, insecure (fighting Anxiety). The goal: to have a profitable company selling bits (not atoms, not time) that allows me to quit my full-time executive job making 6-figure. Methodology: A: Brainstorm on my own, with the help of Google, to come up with a never-ending list of projects, Tiny Projects' style, then allocate $1,000 investment budget and 2-weeks to each, if the project achieves traction fine, otherwise move on to the next project. B: The goal of project # 1 would be for me to actually start and ship, something I have been procrastinating for too long now. C: As I continue with my projects, they will be more and more commercial in nature. D: Each project will be low_risk_low_capital / high_impact_high_reward project. Scope of this post: Looking for insightful comments, criticism, accolades, encouragements, and links to useful resources. TIA