'“I think there’s this assumption that millennials are spoiled, naive, and entitled,” Jen said.'
That's because they often are. Jen racked up $50K of students loans in one year at an Ivy League school. My daughter is finishing up her first year of grad school at a state university, debt free. She works multiple jobs while going to school. It's hard. Sometimes it's really hard. And when she's done she won't have a diploma from an Ivy League school. But she won't have any debt, either.
Jen's case is intentionally special because she had a stroke in the middle of all this. So we can't criticize Jen. We have to sympathize with her. By extension, we are supposed to sympathize with everyone who has racked up student debt.
The cost of a college education is crazy. I agree with that. But the onus for student debt should fall on the debtor. Just like the onus for a car loan so that somebody can drive to work. Or the onus for a mortgage, or credit card debt. You can't repossess an education. When a student defaults, that knowledge and experience can't just be transferred back to the bank. So it is fair that such loans are secured differently than debt on hard assets.
If you don't currently have a cash flow that would allow you to make a $2000/month mortgage payment, don't take out that mortgage. If you don't currently have a cash flow that would allow you to make a $500/month student loan payment, don't take out that loan. If you could afford a $200 monthly payment, find a degree that fits your budget. Try a $3000/semester school instead of a $25000/semester school.
Don't rack up $50K/year and then pretend that you're not entitled.