Would PSF exponentially increasing support and maintenance costs for Python 2 into multimillion dollar contracts and bundling over-margined hardware in with the bundle to make it more of an IBM-like transition help?
Yep, someone has to pay in one way or another like Red Hat customers on 7, but to say Python has near the life cycle of COBOL is just disingenuous. Old COBOL still runs, but Python 2 programs will not. It really shows what the achievement languages like COBOL, RPG, and Fortran are in terms of longevity and migration.
Er, why not? It's not like there's some kill switch in Python 2 that will make it stop working after January 1st, 2020. If it works now, then it'll still work, you're just not guaranteed fixes anymore. At least, not for free. As stated in the article, paid support options exist from several vendors.