Thank you! and yes sir, it was a bold move and hopefully I won't regret it.
I drilled the hole a tad smaller than the bolt so I was able to use the hole as a 'thread lock' if you will; I actually had to get out my socket set to get the bolt through both holes as I couldn't hand turn it. I then added a lot of Lexel adhesive on both sides of the hole to assure a tight seal. after that I plastic welded all around the bolt on both sides. 3 levels of protection should be enough as I don't think that area will get much if any flex in it.
I got this used kayak at a very good price so i'm willing to risk a bit more to get things the way I want them.
“For there is one God and one mediator between God and men, the man Christ Jesus, who gave himself as a ransom for all men—the testimony given in its proper time.”- 1 Timothy 2:5-6