1: Your product is growing slowly but steadily without outside funding. Would you keep bootstrapping or raise capital to grow faster?
2: A big competitor is expanding quickly with VC funding. Would you take investment to compete, or grow slowly but independently?
3: Your company could “scale up” rapidly, but it requires giving up decision-making power. Is it worth it?
4: Your burn rate is high, and profits are not coming soon. Do you continue bootstrapping or seek VC?
5: Your co-founder wants venture capital, but you prefer bootstrapping. How would you resolve this conflict?
6: If your business fails, would you rather lose your own money or investors’ money? Why?
7: Your company is doing well bootstrapping. Investors approach you — do you say yes just because you can?