Has Jake Paul ever won a boxing match?

Yes, Jake Paul has^[1] indeed won multiple boxing matches. He has a professional record of 9-1, with wins over opponents such as Nate Robinson, Ben Askren, Tyron Woodley (twice), Anderson Silva, Nate Diaz, and professional boxers Andre August and Ryan Bourland^[6]. He has also secured victories by split decision and unanimous decision, and has also won several bouts via knockout.