I don't have a TM,like that.
I think you will get more control pulling the boat(bow)then pushing it(stern).
Maybe you can look into a powerdrive model,they can be put in the bow and controlled from the stern.My old PD has the long cable but some are wireless and even have remotes.I'm sure motorguide has models as well.
Thats a pretty big boat and if you get in the wind with all the the weight in the stern....it's going to be a pain.