WotD, I'll start by reminding you that opinions are like elbows, everybody has at least one.
You could do everything you suggest, but I'm not sure it would fix your problem. Anyone can learn to fly, the secret is to do it before you are bankrupt or reach a retirement point. Rotary flying can be exhilarating, rewarding and very satisfying, but it can also be mundane and drab, so don't think a flying career fixes your problem of boredom or lack of satisfaction. You are at an age where you can still have a full career change, but you have missed at least 10 years when learning to fly is naturally easier. Here's a couple of options to consider:
1. At least get a couple of lessons under your belt and see what all the fuss is about. Do it in a structured way and get realistic feedback on your progress. People will keep taking your money if you keep offering it. Remember that it's hovering that takes all the head patting and tummy rubbing skills, and that doesn't come straight away. See if you like it before you commit, it sounds like you can probably afford 10 hours or so.
2. Your current skill set establishes you have the capacity to absorb complex knowledge in a structured way, but isn't really any kind of leg up other than an intellectual marker. See the point above about taking your money, someone could teach your Granny to fly if she had enough money.
3. You could do it on a recreational basis. Assume your (stable) job pays enough money, you can progress well past PPL(H) and strangely enough, private flying can sometimes be more of a buzz than when you have to do it for a living.
4. With COVID about to bring on an obvious change in the global economic situation, starting on a rotary career needs careful consideration. The turn down in global air travel and tourism has a knock on effect across the industry, and hiring managers will often take experience over enthusiasm. It may not be the optimal time for that gamble.
5. If you do consider recreational flying, airfields are great meeting places for like minded enthusiasts sharing a common interest. Instructors, pilots and other students tend to mix easily around the central theme of aviation, so then you have a focus that isn't your ****ty job. That means the job becomes the means to enjoying a good social activity while pursuing an exciting and challenging goal, hopefully it helps you calibrate the significance of that pay check.
6. Whatever you do, go and try it first. You will definitely enjoy that and give yourself some more data points before making a decision. Remember that anything you have to do for a pay check has the potential to lose its attraction, even flying helicopters.
Good luck with it all,