When given the choice, I will always subscribe/pay/book directly with the company rather than use a 3rd party. If something goes wrong it's always easier to only need to deal with one company rather than two. Plus I'm choosing to start a relationship with a company that I give money to and thus want them to be able to use all of that money towards making the service and experience the best possible, rather than have them be handicapped by fees coming right off the top.
I have the opposite experience with subscriptions. Have you ever tried to cancel a gym membership? Famously, companies make it easy to sign up online, but require a phone call (likely with a wait) to cancel. Many places have passed explicit laws [1].
I was a monthly donator to a public radio show. After few years I wanted to switch credit cards (with no intention of canceling or changing my donation amount). They had redesigned their website and there was no discernible way to cancel or contact them. I blindly emailed them, but never got a response. My only recourse was to cancel the credit card.
Since then I've greatly preferred a third-party to manage subscriptions. For awhile it was Paypal. In the past decade it's been Patreon and Apple.
You're right that there are definitely some bad actors for cancelling subscriptions, it's really crappy you've had to deal with that! I once had a recurring charge from rackspace that neither myself nor rackspace's support could tell me which account the charges were associated with! Luckily my credit card company was able to put a block on any charges coming from rackspace rather than have to cancel the entire card.
I still think there are way more good companies than bad ones when it comes to cancelling and I do value building a relationship with the companies I patronize.
It is worrying to give so much power to a 3rd party, in this case google, who is notoriously difficult to deal with when an issue arises.
I'm a bit surprised the credit card companies or banks haven't come up with a system to manage reoccurring payments. They have to mediate these issues and are in a place where they can be a neutral-ish party to set standard rules. Its weird that it has ended up being "tech companies."
