Sounds like the neighbor at our cabin. Their 20 ft sailboat, we had to take the coupling and "v" support under the trailer tongue off, put the tongue on a handcart to lower it down enough so that the bow pulpit would clear the door. So he sells the boat, no problem, gets a new ski boat. Won't fit lengthwise. so he has a handiman cut a 2' square hole in the far end of the wall with a box over it. Now we just put the boat in backwards, tongue first into that hole. fits with about 2" to spare if you turn the outdrive to the side!
My dad was smart though, he built the garage with an 8' door and one 10' door for the ski boat and plenty long, so we could put the 22 ft. Searay in with no problem!