I would change out the hose if you can. The problem tends to be in removing the quadrant, etc. I redid a Raider 33 which in this system is almost identical to the H30 (the boats have the same waterline length; you don't increase scantlings just for LOA). We laid in new flax packing (I
think it was 5/16"; take it to WM with you) and replaced the hose, reused the old gland and completely rebuilt the Edson quadrant, including painting the plain-steel stop. I got major points for that.
I would recommend something like 4200 around the bottom of the hose, against the 'glass,
if the fiberglass is rather rough. Just run a finger's fillet around the bottom edge (you can slick it over with plain water immediately and minimize/avoid the stickiness). Remember if you sand the 'glass layup to be smoother, you also reduce the OD, making the hose's fit easier but looser. Leave it rough, jam the hose down about 2 inches (use heat if necessary but very sparingly-- quickly), double-clamp it (make clamps go opposite ways) and use the sealant.
In the real-world field, these bits of hose (like engine-intake lines) tend to be removed with a pneumatic cut-off wheel. It isn't a case for reusing the hose. So if there were a little 'permanent' sealant (I would not use 5200 unless it were absolutely all I had), you can scrape that off with a chisel or knife and move on to getting the new hose back on. (Don't waste your time with silicone; it's actually too slippery to get a good fit of the hose on the 'glass.) This should be wire-reinforced hose, like that used for exhaust and intake lines (doesn't collapse, resists failure due to torsional loads). It's not cheap but this is what the money is for.
Your little bronze packing gland is probably from Buck-Algonquin and it, and others just like it, have been used for decades and are still used throughout the boatbuilding industry (typically on just about all-- okay,
all-- motorboat rudder shafts). It's a little gem of a part and still not very expensive when it needs to be replaced, which happens only when it's too worn to reuse (which it can become after, oh, maybe about 40-45 years of use).