Hi George,
I have an outboard well on my boat but don't use it because the motor takes up a lot of the cockpit space. However, I'm coming around to the idea because reaching over the back to operate the motor is starting to lose its appeal.
Sounds like I've been contemplating the same issue as you - how to vertically lift the outboard because the well doesn't allow me to tilt the motor. Here's what I've come up with:
1. Remodel the boat to allow the motor to be tilted out of the water (way too much effort for me, but good work FabulousPhil)
2. Lift the out board out of the well and store it in the stern locker (been on a boat that did this. Big effort and not good if you need the motor in a hurry)
3. Come up with an ingenious vertical lift outboard mount. Some commercial ones are available, but are expensive and don't have sufficient travel to allow the motor to fully clear the water (see
thmarinesupplies.com/products/cmc-power-lift-hydraulic)
4. Upgrade to an electric motor that is lighter, doesn't take up as much cockpit space and doesn't need so much vertical movement to clear the water. Again, pretty pricey.
I toyed with the idea of sail track, but not sure that the tolerances of the slides are tight enough to stop the motor from wobbling around and the locking pin might not have sufficient shear strength.
Let us know what you come up with.