@saguaros I'm sorry but there is no Joomla service in the world worth $299/yr. And I can understand a monthly payment of like $14.99 or something for what you are offering but I don't know many people especially in today's world going to pay $299/yr for things they may never use. Most people WILL NOT get the worth from that as they don't need all those services.
In my opinion, templates should be sold on both as one-time per or monthly/yearly subscription for all. Same goes for other services or features and then you can also offer an all-in-one inclusive plan on top.
Take a look at Apple's business model, they sell all their services as a monthly or yearly subscription, then they also have 3 Apple One bundles, that go from a little, to everything based on your needs.
And also J6 is going to be coming out, is there a public plan or roadmap for this yet, how are you selling your business plan to your customers. Because right now it just feels like you raised prices and have nothing to offer people as a reason to pay more or upgrade.
If customer retention is important, trust me when I say look into other plans also, offer many different ways to be a subscriber or customer because that is what people like in todays world, especially here in the states. We want alot of options and find the best bang for our buck but we also don't want to pay for things we will never use.