I am a long-time user of GSuite/ Google Apps for Work and have a custom domain with accounts for my family members. I updated my free tier account from 2009 to a paid subscription in 2014, which I must say now, was a big mistake. The biggest drawback I see currently is that some features will never come to GSuite, like family subscriptions for Google Play Music and sharing of purchased apps and movies. Every purchase made with my GSuite account will be gone, if I choose to cancel my subscription and decide to go somewhere else. This is what really bothers me currently and prevents me from switching to another service. It would be fair, to have a GSuite-to-Free account functionality somewhere for the Google Play purchases. I would also be happy, if they would keep a cheaper GSuite subscription for families with less features but all the family sharing options.

Beside that, I am not completely sure, if it is legal to have purchases/ paid digital goods linked to a monthly/annually paid account.