Which year or years 360 is best

Stepper said
I've searched extensively on this but can't seem to find an answer.

A really informative book is "How to Build Big-Inch Mopar Small Blocks" by Jim Szilagyi. Chapter dedicated to blocks (LA and Magnum) for use as stroker motor. Book states "Most 1975-1992 blocks can only be bored to about 0.030".

Stepper said
I'm not sure which years began the use of roller lifters...and if roller lifters really matter.

Roller LA360 1988-92

Stepper said
I'm building a street car that may see a track once or twice. I'd like good power, but I mostly want reliability balanced with the power.

That's the same goal I had. I stroked a 1992 LA360 Roller to a 408 and used the original 308 heads (ported). Also used stock style rollers and "dogbone". Used old LD-340 dual plane intake and a 950 Holley. Motor turned 443hp and 465 ft lb torque on engine dyno. Lots of fun for a mostly street driven car. See my "Ride along" video here: http://www.forabodiesonly.com/mopar/showthread.php?t=130675