Hi chris,
First off, I haven't done one on a 100hp but, looking at the parts page, there's little difference in yours and the ones I've done except for size maybe.
Not sure why you wouldn't want to remove the prop? I have always taken the prop and thrust washer off but I suppose you don't need to if you can access the mount bolts. Although, on second thought, I don't think the bolts will clear the hub to back all the way out. If you want to leave the prop on for pulling leverage, you can always reinstall it after removing the bolts.
Also, it is good practice to remove the prop to clear the shaft of wrapped line as that is probably the #1 killer of the water seal. I would not do any transmission work without at least inspecting the thrust washer. I replace them out of hand if they aren't like new anyway. Just sayin'.
You don't need to remove the pump or the shift shaft. Just unbolt the holder and it slides out. That is, of course, if it hasn't been sitting submerged in salt water developing a "bond" with the case via electrolysis and corrosion. I don't think it's "mandatory" but I believe leaving the trans in forward makes install a little easier. You should not have it in reverse as that exerts the most pressure on the shift pin and spring.
Please note that, when shifting a dog clutch transmission with the engine not running (dry shifting), you must always turn the shaft while making gear selections. It doesn't matter how fast or in which direction you turn, just as long as it is moving the clutch so that it doesn't get bound up.
The one PRECAUTION while R&R the propshaft holder is to keep the gear case horizontal or even trimmed all the way in to achieve a slight angle downward toward the prop. This prevents the shift pin and spring from falling out into the case. If that happens on removal, it's a pain to retrieve them sometimes. BUT...if they fall out during installation and you don't notice, it could be disaster!!
One last thing is that if you replace any parts, you will likely upset the thrust clearance adjustment. Shims are used to achieve correct thrust and you will need a shop manual to do the set up correcty if that's the case.
Good luck.