It’s not pain of regret vs. pain of rejection or pain of failure. The other pain is just the discomfort of growth and learning. The discomfort of rejection could also be temporary. Trust yourself. As a data guy I think you should use what makes sense and what the data reveals. As an entrepreneur I also believe you need to trust your instincts and try things that may not make sense on the surface. A “no” today may be a “yes” in six months. Environments and market conditions change. People’s opportunities change. Keep trying.