This isn't prioritized or in any kind of order. Offline, I'm working on a post how I prioritize projects. That list has many dozen if and when...
None of these are high investment of material, some not equipped to undertake individually, all have some role making this shop 'run'.
They would improve ability to progress through projects, and generate salable products. Reality says building some of these is impractical, others can be had in no other way. Very worthwhile looking for commercially produced machines/ equipment to bridge or re-purpose into that gap.

Replacement box column, Fosdick 3MT Production drill

Finish lathe travel rest
Sliding Bed adapter for turret attachment
Toolholder racks
2" Gravity or air powered bar feed
Lathe chuck rack

2 rolling doors
2 large mobile floor fans
solarization of 110v lighting & power
Dock board for west door
Hot water boiler heating throughout, 375k BTU
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Re-power inactive 11"x 4' radial drill [was line driven], L-table and floor plate
Re-power 24" shaper [also line driven]
Combination Weld platen & Plasma cutter
Small tooling crane mounted to die shelving
Mobile Lift table for 30" vertical & 48" horizontal rotary tables, or 6-10t bridge crane
Press brake 10ga x 80"
Slip roll 12ga x ?
Coffin sleeper, lift gate, crane bed & stabilizers for flat bed