I have a pond prowler and a kayak and i haven't used the pond prowler for a couple years since buying my kayak.I take my days off from work during the week to avoid the masses on the water during the weekends so i solo it most of the time,I think for you the pond prowler would be the way to go since you like fishing with a friend.I like my pond prowler but i prefer the simplicity and stealth of being in a kayak and not having to drag motors,batteries around. If you go the pond prowler route look on craigslist for some used ones,sometimes you see some cheap ones on there.