The El San Juan chip is a $1 chip from Puerto Rico. There's another variety of the chip with lighter skin also. This is one of the EARLIEST Chipcos issued, even before the first Harrah's Tahoe Chipco I think. In those days, seeing a Chipco chip for the first time was really exciting, almost exotic looking!

I don't know about the Bicycle Chip, but it's interesting.

New Horizons was the name of a software training company, but don't know if this is the same one. Possibly an advertising chip?

What does the word say on the $500 chip? Can't make it out.