My First Million
The best business ideas come from noticing what's working and doing it better, faster, or for a different audience.
“Pick something you'd be proud to fail at”
What It Means
Choose ambitious goals where the attempt itself would make you proud, regardless of the outcome
Why It Matters
This approach ensures you'll never regret trying and provides sustainable motivation through inevitable difficulties
When It's True
For life-defining career decisions and major entrepreneurial ventures where you have multiple viable options
When It's Risky
When basic financial security is at risk or when failure would harm dependents
How to Apply
Evaluate opportunities by how you'd feel about the attempt in 20 years
Choose paths that align with your deepest values
Use this as a filter for major life decisions
Example Scenario
“Blake chose supersonic jets over easier opportunities because even if Boom failed, he'd be proud of attempting to restore supersonic passenger flight”