Good talking with you last night Thomas.
You have the old style trim unit and key parts are no longer available, even from SIM, unless he's has a cashe of NOS parts.

- FIg. 1.
- 1.jpg (39.13 KiB) Viewed 302 times
Once the trim caps have corrosion under the seal they are no longer any good and time to replace since they will leak fluid. There are 2 style caps and one has just the seal seated into a recess, the other has the same seal setup, but below that there's a second groove with a nylon split washer and r-ring and I believe that's what you have.

- Fig. 2 and Fig. 5
- 2.jpg (85.48 KiB) Viewed 302 times
If it's leaking past both of those, you may also need the oring and nylon split washer on the piston itself, picture below.

- Fig. 3.
- 3.jpg (69.97 KiB) Viewed 302 times
This is a typical rebuild kit (Yamaha does not offer a kit). I'm not overly happy with the trim seals, but aftermarket is the only way to purchase the tilt ram seal since Yamaha does not offer it and wants to sell you a $700 part when it's only a bad $12 seal....

- Fig. 4
- 4.jpg (56.15 KiB) Viewed 302 times
Here's a pic of a bad trim cap. You can see the additional groove below where the seal seats. That groove is for the nylon split washer and oring.

- Fig. 2 and Fig. 5
- 2.jpg (85.48 KiB) Viewed 302 times
Here are some various OEM and aftermarket ram endcaps for various Yamaha trim units. If there is any damage to the shiny trim pistons (rust, nicks etc) this will damage new seals if installed and the piston should be replaced. You can try a newer style cap as the threading is the same, but I'd also to the oring and nylon split washer on the piston itself.

- Fig. 6
- 5.jpg (62.67 KiB) Viewed 302 times
You also mentioned your trim motor noise and that could be:
1. The motor is failing internally
2. There is air in your system from the leaks and the air causes cavitation bubbles causing the pump to make noise.
Based on the pic you texted me (below). You have the older trim motor that uses 3 wires - black, green and blue.

- Fig. 7.
- 7.jpg (71.22 KiB) Viewed 300 times
1. Black is negative
2. Blue is tilt/trim up when B+ is applied
3. Green is tilt/trim down when B+ is applied.
Newer trim motors are 2 wire.
If you decide to service the unit, be advised there are special endcap tools required. DO NOT buy cheap tools and only use the type with pins that engage all 4 detents in the trim ramp cap and do not use an impact tool to remove. It's best to hold the unit in a vise and have someone help hold the tool inplace while you unscrew with a breaker bar. At times they are so bad you have to enlist the help of a pipewrench and at that point they are throw away caps.
Hope this helps.
D-