I can share some of my experiences with you. I am in my fifties, have an undergrad business degree, then got my MBA from a mediocre school via my employer back when they reimbursed 100% for just about anything.
Key experiences to share:
1. I got my real estate license after swearing off the banking/corporate culture. I sold property for about 5 years until I was personally bankrupt (expenses > income). I just could not earn enough after expenses to swing it. Earnings fluctuate like crazy after earning basically zero for a year. If you're not married to or partnered to someone who can back you up it's a real tough or impossible way to make a living. The expression "10% of the people making 90% of the money" is very true. If you are average, you will starve. You really need to be a talented salesman. I am a brilliant counselor, polished presenter, great problem solver, excellent appraiser, and would write a brilliant contract on the hood of my car when I needed to, but guess what, the ticky tacky GD equivalent dressed in sweat pants who is always late, who can sell ice to an eskimo, writes crappy contracts with holes in them makes the most money. They make the most money because they can sell. Also, for some reason, women are more successful than men (they bond with the (female) decision maker???), so if you are male, your odds are slimmer. So, my license remains "inactive status".
2. My next and current career is IT related. Ultimately, I wanted to get into programming when it was super hot around 2000. I took C++ and Java courses at colleges at my employer's encouragement. My employer subsequently outsourced all of their coding overseas and did not help me land any coding assignments. I looked outside and everyone's question was "what have you coded outside of academia?". Since then I've landed several certifications, most recently one in Project Management, and am trying to land a related position. Again, I am getting the question, "What projects have you managed...?" and I have to provide an appropriate answer..."I supported XYZ project..." Employers do not want to train and in general are not placing much emphasis on education and certifications.
If you think you would enjoy project management, I would see if your current employer could formally use you on some projects, then either expand on that skill set with your current employer or try to get hired elsewhere. There's very good demand for experienced people. Then hire me.