Tim, I'm sure you know a lot more about this than me, but what happens if Trevor is going downhill at 60mph with a closed throttle and hence has 57 degrees of advance? This excerpt from the Lars vacuum advance paper suggests you shouldn't exceed 48.
Most GM V8 engines (not including “fast-burn” style heads) will produce peak torque and power at wide open throttle with a total timing advance of 36 degrees (some will take 38, and some smaller bore engines will take as little as 32, and this number can vary a little with altitude). Also, a GM V8 engine, under light load and steady-state cruise on modern pump gas, will accept a maximum timing advance of about 46-48 degrees (on “vintage” pump gas in the 60’s and up through the 90’s, you could typically run in the 52 – 54 range – this is no longer advised). Some will take up to 50 degrees advance under these conditions. Once you advance the timing beyond this, the engine/car will start to “chug” or “jerk” (aka, “trailer hitching”) at cruise, and may experience occasional misfire, due to the over-advanced timing condition. Anything less than 46 degrees produces less than optimum fuel economy at cruise speed.