I don't think the gearing overlap with other bikes is an issue. You're likely 
to ride the same roads on the custom as the AHH; but on a lighter, unloaded 
bike; so the difference will be  in the frame/tires/load. I long ago lost any 
romance for "road bike gearing" which made the hills around here too miserable 
to climb.

The one unanswerable are club rides, which can get competitive no matter how 
"casual" they're intended to be. I use a 46 big ring on my Appaloosa, but I 
only ride solo and feel no pressing need to make a fast descent faster by 
pedaling through the top gear. You'll need to do a mental checklist of how 
often you're pushing a close-to-top gear now on those club rides, then decide 
if you think dropping 4 teeth in front will keep you in the range needed.   

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