I know a few people exactly like you, that like to boost about how well off they are and that are depressed and sad, but they treat life as it is a game of competition, this is why they usually start by displaying how "they've won", but in reality they were the only ones that were silly enough to only think about work.
What do you like to do outside of work, that isn't some sort of addiction, such as gaming, gambling and doesn't give some kind of thrill that you also get in business and while making money? Try to spend more time doing those things.
Also to say those things to your wife and come here and say is load, makes me believe you don't respect her at all. What does your therapist say about this?
You've decided to waste the best years of your life working a lot and making money, and now you fail to appreciate the things you've conquered etc. At your age, there is still a lot of things you can do. Now there is still a lot of golden days, but it will never be like you were 20, for sure.
Such as, if you try to skate, every fall will hurt much more than when you were young and take longer to recover. Same is for playing an instrument, will take much longer to learn. We are like fruits, eventually we will get rotten.
Also the way you talk about depression seems like you want to hide behind it. Honestly depressed people can't get shit done as you do, I live with somebody with it and they can't wake up, have a business or deal with commitments as you've done, to me it seems you are mostly sad because you want to always be on a peak, winning, sort of like a cocaine addict, hence my earlier comment about addiction.
A therapist can help with that, invest on more sessions and if the current one isn't working, find a new one.