I know what you mean and if I was still striving to reach my "number" I would probably be even more than the 50-plus percent (in one company) than I already am. And I would be a bit "on the edge of my seat" the entire time being so concentrated in one investment, no matter how sure of a thing it seemed. As it is, I don't have a care. Which is a luxury in itself. No having a care is a luxury made possible by having a lot more than I know I need.
For that reason, I have some investment/retirement advice for those looking to retire and trying to come to terms with what their 'number' is. Take it or leave it, it doesn't matter to me:
Make the 'number' at least two to three times what you think it should be. Obviously, the exact multiplier here will vary depending upon how you calculated your "number" to begin with, and your age and health at the time, but you get the idea. Remember, the first million is the hardest so be very generous when calculating the number. Like at least 2-3X what you think you will actually need, maybe 5x. It's a lot easier to make more money when you haven't mentally 'cashed out' than it is to conserve a dwindling pile. There are a bunch of very good reasons to be greedy like this, I'm only going to mention two or three of the big ones.
1) The luxury of not having a care. This doesn't mean you can be reckless with your money on a grand and continuing scale, but it does mean you can stop thinking about money, stop trying to get a better deal, you can take that vacation when it's most convenient for you, maybe that means tomorrow, rather than planning it for when the rates are the lowest or the weather might not be optimum. It means you can stop waiting hoping the thing you want/need will go on sale, you can just buy it when you need it. Basically, when you have more than you need, you can do whatever you want, whenever you want, without worrying how it might impact your budget. That's very liberating which is worth a lot right there.
2) I don't know what the future holds, and neither do you. It could be there is hyperinflation. Or the future could be an amazing place with amazing options, but only if you have the very large amounts of money that it may cost to be an early adopter of things that could significantly improve your life. Domestic robots, life extension technologies, amazing genetic cures for diseases that cripple quality of life, etc. etc. etc. I could go on and on about why we don't know, the point is, nobody can know how much they might need or want in the future and it's a lot easier if you continue compounding your gains than if you cash out early and start living big early. I'm not saying to delay your dreams so much as I'm saying it might be good to scale them back to require a much smaller part of your net worth so the bulk of it can continue to compound rather than spending it down early on lavish things.
The future is both more certain and yet more uncertain than most people think. That sounds like a contradiction, but the certainty is a function of the aggregate future of everyone (which, with AWG, etc., still has plenty of uncertainty to it) and the uncertainty is a function of each individuals happenstance (human nature is to under-estimate the chances of negative things happening). All the planning in the world cannot prevent bad things from happening. I'm not saying to expect bad things to happen, I'm saying it's easier and better to have contingencies in case they do happen than to squander those away on living large and close to your budget, before you really have the means. It's always helpful to not be constrained by money. Truth: money does not surprise you with how long it lasts (unless it's actively working for you). Conversely, many people have discovered that money vanishes amazingly quickly with little to show for it. This is even true for the majority of big Lotto winners, even those who won more than $50-$100 million. Yes, they were foolish but it still illustrates how quickly things can go wrong.
3) There is no rule that says you have to spend it all, it doesn't matter if you have more than you need. It's only a problem when you have less than you need. Go beyond money and enjoy living so far within your actual means that you can enjoy each moment even more. If your money continues compounding (and it will), there will come a point at which living far within your means is actually living quite large. This is the side you want to err on.
Some people feel they must spend it now to become "the person" they want others to see. Please stop right there. That never made anyone happy and it just might make long-standing family and friends jealous. Conversely, if they are already far beyond your economic "status" and you want to bring yourself "up to their level", stop right there! If they treat you or think of you any differently based upon your perceived economic status, they are not worth knowing, let alone, trying to impress. You only have one life to live, live it on your terms. Do what you do because that's what you believe you should be doing, not because that's what you think others believe you should be doing.
In the current world, even $10 million is not necessarily excessive if one wants to retire before the traditional retirement age of 62-65. Sure, don't live like a college student simply because you 'only' have $2 million or $5 million, or whatever it is, but don't "cash out" and "do big things" because there is a high chance those "big things" won't turn out how you thought. It's much better to continue making money by the proven method of the magic of compounding. It doesn't even have to be in TSLA although I haven't seen any companies that look to me like they have a more favorable risk/reward ratio at this point. At my age, that doesn't stop me from diversifying 50% of my assets into other companies. Elon Musk kept betting it all and winning. He never intended to bet it all but that's just how it played out because the money never goes as far as you think, unless it's actively working for you. I suppose if you are as exceptional as he is, you could emulate his investment style, but I don't recommend it. If you want to bet on yourself, and you do not have a proven track record, limit the amount you invest and get others to make up the difference. Elon did this too but it almost ended up a disaster anyway.
The message is: money ain't what it used to be so don't be getting all swell'd up in da head thinking yer rich and can cash out and get off the crazy train simply because Tesla doubled yet again. Sure, take some profits and upgrade your day-to-day life a little, but always keep the spending on the conservative side so your assets can continue to compound, and you can reach that point where money truly doesn't matter. I think many will be surprised how quickly that will happen when you patiently hold the course. Of course, your health and age are major determinates of how to think about all of this and how and when to diversify. Finally, never take your eyes off the actual current performance and future prospects of the companies you are invested in.