Who is Nascar's all-time leading money winner?

Rick Hendrick who owns Hendrick Motorsports.

Richard Petty has the most wins as an owner with 268, followed by Hendrick.

Petty has the most CUP wins.

Roush has the most combined NASCAR wins in the 3 national series, 4th all time in Cup wins with 127 but with 126 Nationwide series wins and 50 Truck series wins for a total of 303 total NASCAR wins.