trim switch

So you can trim all the way to the trim limit. Then you want to go still higher for trailer and nothing happens when you push the second switch to go on up?

That's unusual. Generally, the trim limit switch on the outdrive fails, which disables the Trim UP button and you have to use the Trail Switch [which bypasses the trim limit switch] as your Trim UP. That's at the risk of trimming up beyond limits while operating the boat.

If Trim UP works and Trail doesn't, Trim Limit Switch is out of the picture and it's

Damage Wiring, Connector Off, or Bad Trail Switch.
 
You didn't say what year/model but some of the switches are all plastic with no real way to hold it in place and it will pop out when pushed too hard, preventing the contacts from connecting. You can take it apart and try crazy gluing the switch back in place. I even had to stuff some stuff behind the switch to keep it in place.

Oops! I'm talking about the switch on the remote handle.
 
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