@smoke @vasta @amit Update on the Day One issue: the day after terminating communication with Day One support, I get contacted by the support manager, and then by Paul Mayne (CEO/Founder of Day One).
They had both apologised for the way the issue was handled and have worked with the devs to try to find a solution to my situation.
They tell me the bug affects <1% of users and that they would have a hot fix out by the end of the week. This fix would hopefully restore my missing images.

I’m happy to see that what I’d initially experienced from their support team is not the norm and I’m cautiously optimistic that my journals would be restored to me. I guess I can trust them with my stuff for a bit longer?