There's an excellent app and website called PhotoRoom that you can play around with to add your own background. I'm thinking that there may be a special place that the two of you like to go, and could insert that into the background. Source: over 1 year ago

We need a background remover similar to photoroom.com in quality. Our dev was able to make a rudimentary version but it picks up background details and doesnt finely mask around hair and fine details like photoroom does. I expect there's something floating around github. Just haven't found it. Source: over 1 year ago

And use Photoroom to remove background. EBay algorithm prefers white background. First 250 photos are free. Worth the paid version, you can upload a batch and it wipes out the background 10x cleaner than ebay’s tool. Photoroom ✨ PhotoRoom - Remove background in 3 seconds. Source: over 1 year ago

Matthieu Rouif, cofounder of Photoroom got feedback on his mobile app by paying for people's McDonalds. He and cofounder Eliot visited restaurants in Paris and asked queueing patrons to use the app for a few minutes. In return Matthieu and Eliot paid for the participant's meal. Then the guys went home, fixed the issues, and repeated the tests the next day. Source: over 2 years ago

I'll update this if I find more. For now, this seems to be a partial solution. It's a Gmail add on (except I don't use Gmail) that adds reminders. The options when setting reminders include cancelling it if someone replies, and to remind everyone in the thread. If you combine those two, it seems like — if you use Gmail's web client and have $23/month you're dying to get rid of — a decent way to add the feature. Source: over 1 year ago