Now I don't have a full adult degree in finance, but do you really think there's any better plan than that for Dave? Investing in a career only makes sense if that investment can pay off. For a guy with no job skills, no people skills, and no prospect of that changing, do you think that's likely? He'll most likely be working the retail/grocery circuit forever once streaming dries up.
If anything, he should be continuing to stream as much as possible, saving every penny for the long winter ahead, and just riding it into the ground.
I'd say it might even be smarter to try sending Kat to college and seeing if she can start a career and become the breadwinner, but that has obvious issues of its own.
"My horse is gone!"