What is the worst / most likely elaborate scam taking place? I'll start:

Guard pilot at a regional got a cjo from a major airline. goes on "long term mil leave" in lieu of resignation at the regional in order to a) avoid having to pay back a signing bonus and b) maintain non-rev benefits, as the regional does business as a different legacy airline. After indoc, and training, get your classification date to start the clock on employment longevity for pay purposes. Then go back on "long term mil leave" to avoid first year pay, commuting to reserve in NYC, and most of probation.

Your use of the word "intends" literally implies "your friend" really want's to gauge the risk of getting caught for keeping his regional gig for flight benefits. Clearly he is making more money on military orders. So if "your friend" cares not about the integrity part of being a service member and has no issues sleeping at night. In my personal opinion with all that is going on with the airlines, I assume that both AA and the regional he works for are glad he is on military leave and they are not having to pay him. He is out of sight and out of mind. My guess would be that the odds are very low that his scam gets discovered for any reason other than "your friend" has minimal issue talking about it openly and someone will report him out of jealousy or having integrity. Or maybe someone in corporate at AA is reading this forum and goes to run a Cockpit Access Security System pilot duplicate audit for all the 2020 new hires and he gets caught that way. AA does currently need to thin the herd. Thank "your friend" for his service. But tell him to keep his mouth closed so the rest of the mil/guard people that play by the rules don't have to listen to how we are all scammers!

Submitting a resignation letter isn't like sending a letter in the mail that takes months to hear back from. It is an email to your chief pilot, who will respond and follow up. Not something that gets lost in the mail
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unfortunately there are many ways military pilots can take advantage of their trusted status. Going on TAD orders to go to indoc while on active duty is one. Another is using the skillbridge program to go to indoc and start working at a major while on active duty. You rate what you skate, but don't be surprised when the audit comes and you're asked a pointed question. Will you lie and dig yourself deeper, or own up to it?

Or tell him to man up and do the right thing rather than scamming his employer(s).

Not a mil guy but I will tell every airline I worried for if you lie your gone especially AA. How many times does one need to hear and from how many sources. The union tells you that in indoc and the chiefs tell you at indoc. Also to the post above when I resigned from my last airline it was an email to chief had a reply and hour later saying good luck hopefully see you on the other side.

Do you still have both your regional and AA crew badges? If so, how did you resign and not send in your old crew badge? If you did send in your crew badge and resignation email, it should be a simple fix showing you did no wrong. But the way you are telling this story, I don’t think that’s the case. Also, isn’t there an issue having employment at 2 121 carriers simultaneously while not furloughed? I wonder how many guard 190 pilots there are who spent time at a regional and are on long term mil leave? Would be a real shame if you got caught doing some shady stuff with mil leave and another 121 carrier. And the fact that you are even asking about keeping your regional seniority number due to uncertainty at AA makes it clear that you are/have been dishonest in the whole process, scheming to take advantage of your mil status to do something that isn’t allowed. And if you get caught, I’m guessing both airlines will shetcan you. I would if I was your chief pilot. Unless of course it’s a simple admin error. But again, asking about keeping your regional job and continuing this scheme? Come on. From one “bro” to another, get your shet together and stop making us look bad.

All of his stuff was turned in at the end of last year. Clearly no “scamming”. So no. He does not have any ID. The issue is resolved. Let’s move on fellas.

I actually got a call from my regional about my status while in Indoc at my major. The call consisted of my chief pilot, the company chief pilot, and the VP of Ops (all from my regional).

While out on mil leave from my regional, I was hired at a major. I submitted a 30-day resignation letter to my regional through registered mail, email, and fax (2014), well above FOM requirements.

The call was very adversarial and suggested that I was scamming my regional and lied to my major. I let them accuse me then informed the conference call that I had signature verification, an email read receipt, and a fax receipt for my resignation that was submitted well outside the 14-day requirement. They said they would “check into it.”

About 10 minutes later, my chief pilot called and said they had received all the proper documentation, but that I needed to send the Jepp binders back to them. My major and regional were HQ’d in the same city, so after being home for the weekend, I walked the Jepp binders back to their office, where they informed me that they didn’t want them and to toss them in the trash.

That regional no longer exists. Too bad. Lots of good people and I learned a lot about 121 flying.

What are "Jepp Binders"? Is that like a "Tri-Motor" or something???

He say “fax”?!