Selling support is a bit alien to me, do most companies buy support just to have someone to call in case anything breaks? Do they want their features requests or issues reports to be prioritized?
If you could share your experience about this it would be very helpful, thank you!
If your app doesn't actually need support, companies won't buy support. Nobody has ever asked for a support contract for any of my desktop apps.
It's also hard to sell extensions... I've had a couple of people email me with suggestions for paid feature requests, but nobody ever followed up when I made an offer and quoted the actual cost. Maybe I'm just not good at selling, though.
(People do offer to buy group licenses if you add a feature, but that only works for minor features you wanted to add anyway, and doesn't work if your product is free anyway...)
If you could share your experience about this it would be very helpful, thank you!