Yup where and how do you plan on fishing? Rawr has a kayak fishing video where he fished under bridges that were to low for boats. I haven’t had any problems fishing bridge pilings but like Grainraiser said your needs may be different. Does your buddy have any trouble with his anywhere? Are there days you both could go in Jon boat together instead? Kayaks can get heavy, Capable of lifting it constantly or rather just load a trailer? Just things to think of.