If 'Let It Ride' appealed to you,
here's half a dozen other movies that 'may' appeal also.
They all contain strong characterisation, and an offbeat sense of humour.
Sideways
Amelie (subtitled)
Angel-A (subtitled)
In Bruges
Fargo
500 Days Of summer
The Deil (also with David Johnasen playing a cab driver)
http://www.imdb.com/title/tt0118958/?ref_=fn_al_tt_1
"The Longshot" is pretty good too
My "#3" key is broken so I'm putting one here so i can cut & paste with it.
Quick Change
Funny Farm
Based on book by the same writer.
Also see:
Hollow Point
Why Me?
There's the world that should be & the world that is, we live in one & should strive for the other.