I think you're absolutely right. Thank you for this insight.I am not a financial advisor you assume your own risks but I think those telling you to roll the 529 to a Roth IRA are guiding you correctly.
If you don’t absolutely need it it is a rare opportunity to be able to contribute that much to a Roth (a pretty exclusive benefit of a 529 rollover - think $35k cap).
On the other stuff everyone has their own opinions but when you watch for years barely anyone researching and tracking and doing individual stocks or specific ETFs beats VOO/FXAIX/S&P500 and even less over the long run. Those that do took risks with the capital that I feel ventured not so much into investing but more akin to how in business you look for asymmetrical returns and my thought is if you have appetite to do that with capital and the time to do all that management and research it’s much better to apply that to an active business in a category with a favorable multiplier on sale.
In other words: the advice I would give my children is let your investing be real but be quiet in the background and out of mind while you focus on things in your control during your high earning years. Don’t bring undue stress trying to be Warren Buffet.
The other way is tempting but know when you see someone made xxx% in two years in X stock, even if they are not trying to sell you something, they usually are forgetting something. Sometimes it is subtle and hard to discern for instance: yes but then did you sit in that stock 2 more years thinking it was going to keep mooning and lose 25% each of those years while the S&P kept going up? You won’t hear them talk about this opportunity cost (and especially not adjusted for the new value of the higher capital amount from previous growth). Did they share with you that chasing that high they took 3-10 more risky bets that didn’t pan out in the following year that effectively negated that because they actually are undisciplined? Etc.
For context: I don’t have MJ level wealth but I could retire and I am young. My current growth at this point in my portfolio now makes what most would consider a good salary on its own with just boring VOO. Every year there is some temptation to believe I and other have some edge that makes it worth it to try something else. Each time I’ve fought that and just stayed S&P500 for 99% or so of my portfolio. Make of that what you will.
While earning your income, did you put large lumpsums in or try to time the S&P? Dollar cost average?
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