so then how many years might he be able to put money into bitcoin, and then once his bitcoin gets to a certain size does he keep putting money in? What if he is not satisfied with his job and he concludes that it might be worth it for him to change job skills and/or even take from his bitcoin to go down that job development path... and I am not going to say that the answer is going to be clear and there may be more than one correct path.
I believe with the right mentality he is going to raise money and plan for his upgrades rather than falling back to his bitcoin for financial solution. As an investor already grounded with the knowledge of not harming your investments and going for long-term holdings, I presumed he should already have imbibed the mindset that his bitcoin portfolio is a no-go area for his proposed upgrades but build up his savings alongside his bitcoin portfolio to handle any of those career transitions. It is okay to cut down on your accumulation amounts, but not stopping totally at the transition process since there's more to do with cashflow at the moment and I'm not a fan of completely stopping your job for an upgrade, it can be done side by side unless of course if the career company experienced a shutdown and he was jobless void of preparation, else it is his duty to find a new job, that can take care of his expenses and little accumulation amounts at least and give him more time to upgrade himself before quitting the current one. He can continue with normal configuration on increasing his portfolio when he has got his career fixed and earning better and more comfortable with the new career, possibly even increase his accumulation amount to catch up with lost time.
I believed there was a source of income he had. That source can still be used to buy Bitcoin even if it's a fraction through his DCA method even if he wants to accumulate more but with time he might get a good job that will help him achieve the desired Bitcoin goals.
I believe if you read carefully, the same source that he used for accumulation is the one he wants to change or improve by Upgrading himself on the career path, and possibly he might wish to quit the former job to be able to build himself for yet a bigger and better opportunity. Believe me, the building process comes with lots of challenges and financial requirements that might make the investor run short of even discretionary funds as the cost of upgrading himself might be high, that's why I suggest that he should save up some funds in that regard and we know that his savings might not even be enough and that is why he does not need to quit working entirely to upgrade himself and even if upgrading himself might mean him stopping the tasky job he is doing, he might as well get a low demanding job to at least cover for his expenses during the upgrade period and still invest with reduced amounts so he does not turn to harming his portfolio for survival. I am not of the opinion that he uses his emergency funds to service such part, emergency funds should be strictly kept for emergencies because they always come.