In no particular order:
1. Hubris / overestimating my own abilities
2. Picking wrong business partner (deep down he wanted to be an employee, not a business partner)
3. Spending money I didn't have andscrewing up my cashflow
4. Allowing someone to develop software in a language I couldn't maintain (Coldfusion? WTF was I thinking?)
5. Being too ready to believe others' promises and attach my destiny to them
6. Signing complicated agreements without getting a lawyer to review them, because I trusted the person involved (they were very highly recommended by others I trusted, but turned out to be a tosser)
7. Shiny object syndrome / spreading myself too thinly
8. Launching stuff when the market/technology base wasn't ready for it (I developed some stuff in 2000 that flopped... several companies have successfully launched and scaled the same idea 10 years later)
And many others, I'm sure.
1. Hubris / overestimating my own abilities
2. Picking wrong business partner (deep down he wanted to be an employee, not a business partner)
3. Spending money I didn't have andscrewing up my cashflow
4. Allowing someone to develop software in a language I couldn't maintain (Coldfusion? WTF was I thinking?)
5. Being too ready to believe others' promises and attach my destiny to them
6. Signing complicated agreements without getting a lawyer to review them, because I trusted the person involved (they were very highly recommended by others I trusted, but turned out to be a tosser)
7. Shiny object syndrome / spreading myself too thinly
8. Launching stuff when the market/technology base wasn't ready for it (I developed some stuff in 2000 that flopped... several companies have successfully launched and scaled the same idea 10 years later)
And many others, I'm sure.