Check your engine mount to make sure it is good. You may be transferring vibration from a failed mount to the screw. I'll share with you my addiction and preface that my self indulged sport is not for your average boater. I also operate in remote locations. These are lag screws and likely in wooden rail beds believe it or not. You can use 4200 to secure them. That's a poor man's remedy but works as long at your beds don't have rot. I run R-21 Classics in an activity I call, "Hair Boating". Its an adrenaline, habit form of boating in under powered and under sized circumstances in inlets and bars that pushes the envelope. I'm a certified junkie. I pull the engine, shave down the rail beds to compensate for the 1/4" aluminum plate that I install then glass back over in place. Tap the machine bolts for the mounts into the plate and you have a solid ABYC attachment. Then re-align the shaft. You don't want an engine shifting in it's bed when your in an 8' trough. I really like the R21 classics. It challenges the fundamentals of piloting skills with a hi degree of adrenaline. I do operate solo and am geared for possible swims and loss of a watercraft. When you are at the bottom of a trough, there is not much mast left in the pic back on shore and it is pretty outrageous. It's freak boating on steroids. Keep an eye on those bolts and identify root cause for them backing out.
GA-Midnight Cruise