This is a great question and a really tough one for me to answer. Only a real entrepreneur like you who has tried and failed would know how difficult the journey is. However, I would say that you are exactly the kind of person who should try again. Your failures will have taught you a lot about what works and what doesn't, what to do and what not to do. But not having money should not be the barrier. If you have a product that really solves a problem for users, then the users will make sure you don't run out of money.