Love the “fundstrapping” term!
It really boils down to who your investors are and how they define success. If you get into business with someone who considers an exit under $200M a loss then the likelihood of a good business relationship and meaningful outcome for yourself is put in jeopardy.
In parallel! In fact I have an outline started on a book (or maybe a series of Medium posts) called Parallel Entrepreneurship. The idea is that you don’t need to run companies in serial anymore. Serial entrepreneurs are a thing of the past— Elon Musk is case in point.
Good topic! My conflict arises when the high growth company can’t sustain its high growth. It eventually buckles under its own weight because at each funding milestone it compensates for poor fundamentals by raising more money. If a company is in a perpetual growth investment stage then it’s like the kid who never leaves school. Just keeps taking new…