I've done a lot of personal work the past few years to sort out many of my issues, and I'm ready to reenter the arena, but am looking to do so under the guidance of a coach who can provide the mentorship I never really had – someone who can help me navigate decisions, cultivate a network, manage conflict, etc. I can no longer waffle about as the opportunity cost of directionless failure is way too high at my age (35).
I've worked in various roles in PM and design, and my goal is to eventually become a formidable entrepreneur whether sooner or later after a few years rebuilding myself.
Do life coaches like this exist?
A life coach is just a therapist who has no credentials. And there is nothing wrong with that if all you need is a guide. But if you have a history of mental health concerns and want to learn how to better interact with people to benefit your career, while helping you figure out what personal changes are needed to enable you to meet your goals... you need someone who has a bit more experience and knowledge.
That's the thing with entrepreneurship. You have to start first. Only then you can get a coach/mentor may be. There is no perfect day or time. You can't depend on someone else to tell you that it is time. You are the one to tell you it is time. There is no "playing safe" in this arena. This is all about taking risks because you want it that bad.
There are plenty of "life coaches" who will take your money and tell you what you want to hear. But trust me. No stranger can truly help you become an entrepreneur. That is an itch you have to scratch yourself. Real mentors or people who actually can help won't wanna do anything unless they see some actions from you first. You start and then go seek help.
I don't mind trying to provide feedback (email in profile) based on my experiences.
I think what you are seeking is more likely found from more than one person. I'm sure that there are paid services for parts of this, but it sounds like building some relationships might be a fruitful endeavor.
The services may be a fit but can't say for sure, he may be able to point you in the right direction if not. Good coaches are out there but not easy to find and all probably serve a different niche.
Best of luck to you
Why not take your job skills and settle down to a nice, stable job?
Though if you're game, I'm available at $2400/month for an hour a week.
Get in touch if you need another perspective.