I don't have any experience with fixed pitch props. However, the procedure you describe for setting max rpm is exactly what the Goulian textbook recommends. Pitts S1S is always a threat to win in Sportsman, and that has a fixed pitch, so it's doable.
One key point: the judges don't have an altimeter. They judge by mark 1 calibrated eyeball. Your plane is larger than the planes they are used to judging, so they will tend to estimate your altitude as lower than it really is.
That has 2 implications. First, set your floor at 2K, not 1500. Judges are quick on the trigger to penalize a new competitor for busting the bottom of the box, because safety. OTOH they are unlikely to ding you for being too high, unless it is ridiculous.
So, enter the box as high as you can, with as much speed as you can. On primary, enter at a speed and altitude that will put you at or just above 3500 for the spin entry. Figure out your recovery altitude for the 1.5 turn spin. You should not lose more than 100 feet or so on each of the remaining maneuvers. You can actually gain altitude on the cuban by shallowing up the 45, though you'll get dinged on points.
One thing that will help with energy, and thus altitude: on the spin recovery, apply throttle in the vertical downline on recovery. Don't wait until you pull horizontal. The sequence is:
- spin entry
- opposite rudder 1/3 rotation from desired heading
- stick forward on desired heading
- push to set downline
- add power
- pull to horizontal
A big part of competition is learning positioning in the box relative to wind. The box entry direction will be chosen so you have a headwind component. When driving into the wind, hold level and push to the edge of the box. When flying away from the wind, don't dawdle or it will push you out.
Very important: on the 180 turn, TURN INTO THE CROSSWIND COMPONENT. Talk to other pilots, figure out which way the wind is carrying you laterally, and use the turn to adjust back to the center of the box. That is especially so if the wind is carrying you towards the judges.
Get there early enough to fly a practice run in the actual box. Those are usually done the afternoon before. I failed to win a contest that I could have won because I got misoriented by multiple runways. Practice run helps you identify visual sight cues for box position.
If you are at 100 mph for the roll, you are probably not flying the loop correctly. On a good round loop, you should finish at the same airspeed as you entered, and within 50-100 feet of entry altitude. Usually the error is not relaxing the pull at key point to float over the top. Called pinching the loop.