I own two TT units. One a 30yr old Omni D, the other an Eagle. I purchased both units used, one locally the other from Ebay.
These radios are terrific! I have nothing bad to say about either. But what put TT ahead of the 'big 3' was the support/repair people.
That was "then," and maybe not "now."
But IMO one thing both your rigs don't have that the "big 3" JA rigs all have is MENUS.
For all its sophistication, and the Eagle's receiver ranks up there with the best receivers tested by Sherwood, the little rig has no menu. It doesn't need any. No reason to read the manual, unless you like to read.
When I picked up my Eagle two years ago (it was new) I sat the rig down, connected it to power supply, antenna and key paddle, and used it right out of the box without ever opening the manual. Two years later I think I really still haven't read it, and I'm a voracious reader. Just didn't need to; without menus the rig is very easy to use.
Of course, the Jupiter, Orion and OMNI-VII do have menus, but they are implemented in a much nicer way than any of the JA rigs: One big screen displaying everything you need to know at a glance, with every menu option or feature displayed in plain English and not "codes" or alphanumerics or abbreviations. Again, with those rigs I'd never look at the manual -- the rig's front panel and LCD screen tell me everything that's going on, and everything that can be adjusted.