[68 TT]

As Tim stated you would need a parking brake that is better than the absolutely garbage 76-78 Eldorado rear calipers that are the only option for stock parking brake D52 caliper 1-1/4" thick rear rotors like the 3/4-ton rotor swap uses.

A stand alone spot caliper mounted on the pinion yoke or transmission yoke is popular with the off road guys. More effective than at the wheel but adds complexity and one of a kind parts that are not easy to come by at the local auto parts store. Nice idea but not good for a daily driver.

There are 14-bolt rear disc applications from the factory from model year 2000 on up with parking brakes that work. A search for rear rotors for a 2001 vintage 2500HD rotor shows a 12.99" x 1.14" rear rotor with internal hat parking brake. I know these will fit with the factory 16" 2500HD wheels. Not sure about your wheels though.

The matching fronts for the 2500HD are a floating type in 12.79" diameter and a huge 1.50" thick. Turning your stock rotors into a bearing hub and fitting up these rotors could work but since they are not much bigger than the stock 12.5" diameter rotors I don't know if the swap up front is worth the cost for basically just the extra rotor width. Not likely going to find an inexpensive aftermarket caliper to fit a 1.5" thick rotor either.

I would go with the 2500HD rear rotors & internal hat parking brake setup with Wilwood dual piston D52 replacement calipers out back and new stock rotors with the matching Wilwood dual piston D52 replacement calipers up front. The piston sizes could be staggered to work better out back using the Wilwood D52 replacement calipers too.