Contacting the registrar is worth a shot and could be your best bet. I recently did a similar thing except the expiring domain was on a pretty obscure country-TLD with only one registrar. They told me how long the grace period was and then I setup a script to check the availability every minute and alert me when it came up.

Probably not feasible with a .com or similar but they might be able to help in some regard. Edit: though having read about drop catching, that’s definitely your best bet if it’s likely to be sniped!

This is very impressive and I’m highly likely to give it a whirl. My question is, though: would it be something that my very non-tech savvy wife could use?

Eg. I’m thinking setup the app on her phone with a default location and when she asks me for a file I can just tell her that I’ve “put it in the app”, and she’ll be able to easily retrieve it. Also same thing but vice versa, though the video seems to cover that via the Android share menu…

Again, super impressive. Good job!