There are a [very] few companies, mostly on the West Coast, that have done convertible rounds with differing caps, but it’s unusual, hard to do, and not something that will endear you to the less-fortunate investors.
1. Understand your business. It sounds obvious, but the majority of entrepreneurs who pitch me have obviously never thought through many of the major issues surrounding their companies. You should know EVERYTHING about your business, product, customers and competition. You should know every metric regarding customer acquisition, conversion and retention. You should have a crystal clear understanding of your business