Will I regret change to 3.55s from 2.76s

I wouldn’t blame the 355’s for destroying your engine. You probably could’ve blown it up with the 276 gear doing the same thing.
Maybe.I had done it before on the same road. It pulled noticeably harder with the 3.55 to the point I was too busy working the wheel and watching the road to pay attention to anything else.
It was a good excuse to swap in the 440.