I flew ACMI for four years, all 747, loved it. Flew to some crazy places I’ll never see again. Embraced the lifestyle, loved not being like every other airline pilot. I think in a lot of ways I fit the ACMI mold quite nicely.
Now a Delta 75/76 Captain.
No regrets.
I think I would have always wondered should I have gone. More importantly for me is the family aspect. I have three kids and my first wife. Trying to keep it that way.
Great thing about a large legacy is that you can find your niche in different airplanes/bases. NYC 7ER is perfect for me. Further, I can fly very little and still make a very reasonable amount of money. Last year I blocked 275 hours and made something like $330,000. Obviously YMMV.
But get some seniority, even a little, especially in NYC, and bid reserve. Or just pick up everything you can and cash in.