Harley Davidson Or Honda Shadow?

Is there a difference in ride quality or reliability?

Harley!

Harley

Which Harley model are you comparing to the Honda Shadow? The most obvious direct competitor is the Sportster but that is something you have to specify in your question.

Honda all day long every day

The Honda will still be running when Texas bans high school football.

The Harley Davidson Street 750 versus the Honda Shadow Phantom 750 -- http://www.powersportsnetwork.com/enthusiasts/new_vehicle_compare.asp?vehicle1=489515&year2=2016&mfg2=1&vehicle2=490434&go=Go
Harley is lighter, quicker, faster, more comfortable; a better ride. Reliability is similar, but Harley has more dealers so you can get parts and service easier.

Harley what? The street, which is comparable to the Honda Shadow isn't old enough to have a "reliability record".

The resale on the HD will be higher.

The Honda will be more reliable, smoother and more comfortable, with better brakes and handling.

The Harley will hold its value better, it will be easier to customise and it will be regarded as "cooler".