FLU: you have all the attributes of an entrepreneur, so work toward becoming one.
It may be in some field related to your current occupation where you can use your tech skills. Or it might be related to real estate rentals, where you already have some experience. But you know how to plan and to calculate, and you show a bent toward risk-taking, so go for it.
There is nothing more satisfying than making it on your own, cutting your dependency on an employer, and learning from your own mistakes (which will happen).