I say try it during low traffic hours. the only issue I see is trailer sway is magnified by short wheel base tow vehicle and the soft tires.
Brakes and pulling torque wont be the problem
Its called "The Bomb" currently being marketed by Figure 8. I have known Chuck for nearly 50 years..
He did a charter thing for about 5 years (Summer School) as he is a teacher by trade. however got tired of people. he now just fishes for the thrill of winning Musky Tourneys
I have a good friend from Highschool that has his bow setup with an insert to convert from bow seating to a casting deck. its nothing more than a filler piece with a seat pedestal base on one side. install one way for a bow seat, flip it over if you want a casting deck, remove it for two...
That is an OMC control. OMC has been out of business since right after your boat was built.
you may get lucky and find a dealer sitting on old stock. however you will most likely need to replace the control
here is a link to the only place to buy new OMC manuals. https://outboardbooks.com/
it is the long-time writing house and publisher of the OMC manuals.