• Missing financial goals. If you can't meet margin expectations and other metrics early on, start asking yourself serious questions about your company's solvency.
• Insurmountable conflicts with your partners. If you and your head of sales can't see eye to eye, it's unlikely you will have many sales.
• Nobody is willing to invest in you. If you have to take a second mortgage and are personally guaranteeing your loans, it could be time to take the hint.
• Deal fatigue. If you think you can't possibly endure seeking yet another round of financing or making cold calls, you probably shouldn't try.
• Major strategy shifts. It's fine to make changes and retool, but if you're constantly making tectonic shifts, it's not likely you're going to find the right strategy for your company.