I'll counterpoint somewhat.
Our business started by "selling copies". We are bootstrapped not VC (or otherwise) funded. We started with one person and grew.
Around 2010 we were becoming victims of our own success. As the existing customer base grew, sales had to grow to pay for ever-larger support staff. Not to mention ongoing development costs.
Yes we charged for upgrades. Yes we charged for some support (some companies were on contract, others were ad-hoc) but upgrades and contracts were optional, ad-hoc was an admin pain.
We switched in 2011 to a SaaS model. Under this model we are sustainable even if new sales drop to 0. Which means existing customers are funded from existing customers. Since support is now directly funded, it can be scaled up as customer numbers grow.
I should mention, we are in the Business not Consumer space - support is a big part of what we offer.
We stopped selling a "one time pay" option. We do let people self-host or we can host for them.
Yes, there are likely some number of possible customers who won't buy because of our model. For us that's OK. We don't need 100% of the market. What we need is to serve the customers we do have, while growing in a sustainable way. We cannot be dependent on "new sales" in order to keep the lights on.
What is interesting is that because it's funded, our support is the best in our industry. We pick up customers from competition because of our support reputation.
But of course each market, context, product is different. YMMV.
There are a lot of moving parts to your reality and my question. If you are flying solo, already banked $10m from this thing, you can sell it for $10 and never go hungry and your kids (if you got don't know/I'm not asking) will also be set for life.
As a user (again, I may be a cheap bastard) I love a "pay once - have forever". I assume your SaaS is not for commercial/business use, you mention "price sensitive hobby market". If you price the 'runs offline' at $10, good luck to your competition to beat you.
Also, if your market penetration is steady and linear at 0.5% per month, and you are just on the first 5%, then that's a different timeline/decision process.
There are so many thoughts I got for this (as an 'internal/me mental exercise'). I hope it all plays out well for you, and you decide what's best for you and your business :)
Thank you for responding and giving me that POV.
The app has made 1.4 million dollars over 5 years. So a solid salary. Nothing near financial escape velocity, but I’m grateful for the freedom.