Hi Sean
Exciting that you are upgrading.
I would consider a non-GOTO 12" Dob ~ $800-new (andrews comms)
a 13mm Ethos $700- (bintel) and you would have $220- left over, compared to the 10" Skywatcher GOTO
or perhaps the 17mm Ethos with $100- to spare
The views will blow you away
Investing in quality eyepieces is important.
Because you will keep these, while you change/add to your scopes
That's my 5 cents worth!