Solid point. Makes me think the original post was intended as something like a "humble brag". I highly doubt that anyone making less than 7 figures is not going to realize that they spent $25k.

I'm a leftist (anarchist) and have experienced poverty, middle income, and various places in between. I have colleagues that absolutely don't notice that they're being fucked and have made organizing a pipe dream because of it (might be a good change to come from the LLM parasitism but I'm not holding my breath).

how do you get it through to someone like this that the current system is unbearable?

I'd suggest that, in many cases, we can't. It's like a cult for some, being in denial that the rug can be yanked out from under them inspite of numerous examples in the last decades, and they may never snap out of it until they get burned. Others may be well aware or open to learn. Best to build postive mutually-supportive community, educate, and welcome those that wish to help.

What I'd say is a good thing to keep in mind is that all working-class people, regardless of income, face some kind of struggle. Economic, health, family, or any number of other things. If it weren't known that this guy was a shit person with shit taste, I could think of a number of reasons from my experiences and those of people that I've known that could result in similar expenses.

For example, if one were a sole provider, with a disabled spouse, needing to commute 3-4 hours to afford to support their family in a high COL area, I can see such costs being accrued as it would be the only way to keep everyone fed.

That's one of the "lovely" features of the currently widespread economic systems, wherever your income lands, there's something waiting to worry about to keep you from spending too much time thinking about reorganizing society to allow everyone to benefit from technological advances, rather than a hereditary oligarchy. Solidarity is how we win.