+1 on trans swap for the biggest "attitude" change.
During that time, likely best to do headers since you will have a number of parts out of the way.
As for wheels, getting a good set of 17" wheels these days is not hard if you wait for the right set. 18" wheels are nice but the tires are significantly more expensive. ZR1s stripped and powdercoated a nice color would be a good upgrade. Best to consider grouping wheels/tires with suspension upgrades to see the biggest impact.
I didn't see subframe connectors on the list. They are a must for a vert IMO so I'd do that sooner than later unless you already have them.
I also didn't see audio upgrades on the list. I don't know how much you enjoy listening to music but there are many nice options that are easy to install.
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97 T/A Ram Air Convt
Forever dyno queen / 777rwhp 662 rwtq @ 17lbs / 10.2 @ 140
'24 Corvette Z06
17 Sierra 2500HD Dmax
81 Turbo TA
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