Sounds like saddle width may not be right. It took me about a year of trying different saddles to find the perfect saddle for me. It makes a HUGE difference. I ride a Specialized Ruby 155. I bought a new bike that came with the exact same saddle in a 143, and it would NOT do. Definately not. So even the same saddle in different widths makes a big difference.
Couple of things. Yes, being overweight and lacking in core strength will absolutely, positively make hand pressure worse. Also, a flat bar road bike is worse than a "curvy bar" road bike. I started out on a flat bar. I had the same issue. Here is how I solved it:
1)Gloves. a)wear them, b)don't rule out very thinly padded gloves. The thicker the padding, the worse my hand pressure was.
2)Move hands A LOT. Like every minute. Every intersection, put your hands in a different position. You see how this would be difficult on a flat bar becuase there simply aren't enough places and angles to put your hands at. Bull horn clamp ons will give you a little bit more flexibility, but honestly, it really wasn't enough for me.
3)Losing weight. I've lost 110 pounds. 50 of those were while I was riding. Every pound your hands are supporting makes a difference.
4)Core Strength. My weakest aspect. I just started working with a personal trainer.
If you want to do a century, in my opinion and experience, you will want a true "curvy handle"/ skinny tire road bike. Hybrid's are not meant for long distance. Honestly, any thing over an hour or two is pushing it on a hybrid in my opinion and experience. I didn't start pushing 60-100 miles until I was on a true road bike.




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