I adjust the Weighting Factor for the case overbore ratio, then adjust the Shot Start Pressure to match chrono data. After doing that for awhile, you develop a sense of scale for a first guess at a start pressure when setting up the first pressure ladder test with new components.
The start pressure for a given bullet varies significantly from barrel to barrel, as the barrel breaks in, and then ages. With lead core bullets, it also goes up with chamber pressure. Factory barrels can require very low start pressures to get a velocity match. The first 25 or so shots from a new match barrel also tend to give low values. I start load development 10 thou jammed and don't see a large drop in start pressure if I back off to jumping 20 thou. It does drop, but the increase in pressure from the lowered usable case capacity tends to cover it and moderate the velocity change. I don't test many factory barrels and only shoot long heavy for caliber bullets, so my perspective may be skewed.
The Weighting Factor adjusts the relationship between Maximum Chamber Pressure and Muzzle Velocity. Lowering the Weighting factor increases the velocity estimate and reduces the pressure estimate. It's effect on the velocity and pressure estimates is smaller than the start pressure's. If you don't adjust it, the increase in velocity at a given pressure that results from increasing case capacity will be under estimated. I don't adjust the Weighting Factor for a given cartridge for different bullets or powders.
If you adopt this method, you're not going to win any internet speed games and may be startled at what others claim doesn't produce pressure signs.