I'm a new Bertram owner. I have a Bertram 20 Bahia Mar, I'm not sure of the year yet as I'm title-less (another fun errand to get figured out).
It needed a bit of stringer repair which we are getting into and the Mercruiser 165 had already been removed, the outdrive was missing when I bought it and the gimbal was in not fantastic shape. The transom was dry and nice , we are going to beef it up some and plug the outdrive hole and glass it properly.
I wanted to try and get it out on the water this year so we are going to order up a Bob's Jack Plate with a 14" setback and put an outboard on. It's going to be trailered for this year so I can deal with the tilt issues over the winter as needed. Going to run it off a few gas cans until I can get a tank made, just an hour or so trip on the river or bay to get a feel for the boat.
I was thinking that I might be able to make it work without notching the transom if I go with a 30" shaft Mercury 200 because I could mount the bracket up higher. Not many of these on the used market but I might cough up a bit more money for a low hour one of these if it solved the tilt issue without cutting the transom.
Anyone have any other motor suggestions? I am looking on the used market , lots of older 125-200 hp Johnson's , Evinrude's, and Mercury's out there for $2000 or so that are running. Not always the newest but I've already looked at a few that I got to sea trial and they ran nicely.
What do you all recommend for my minimum motor size? I'm not going to be fishing off shore just cruising around the Chesapeake and possibly very near shore trips(as in within sight of shore) on the ocean just for the heck of it.
Here's a photo of the boat, I towed her down 95 back to southern Maryland from Connecticut with my '95 f250 with a 351 motor. Towed pretty nicely.

Thanks,
Ray