"hacker" just means someone who creatively does new things in unexpected/unintended ways. Any good hacker has a mindset to disregard arbitrary rules -- especially rules like "that's not possible" or "it should always be done this way". That's the mindset it takes to find novel solutions to open problems with real depth. Justine Tunney (jart) is a canonical example of a hacker par excellence, along with characters such as Fabrice Bellard, Richard Stallman, Hector Martin, and Alyssa Rosenzweig.
Finding a way to land a plane on all 7 continents is a really cool problem, and while I get that lying to officials on a form crosses an ethical line, we should at least honor the mindset of wanting to achieve something amazing most people would balk at, and give grace given the circumstance. This person should not be treated like a felon.
Furthermore, aviation as a field has had far too much of a conformance culture, and as as result we haven't seen any real breakthroughs, especially in (non-ultralight) general aviation since the 1970s. Cessna made GA accessible to middle-class families in the 1960s (a basic Cessna ran roughly $65,000 in today's dollars) -- but is there even a vendor today that sells a decent GA "toyota corolla"-type plane that is affordable for middle-class families? A brand-new Cessna 172 costs roughly $500,000 today, and a used airworthy one from the 1960s will cost at least $75,000. This field, and American manufacturing in general, needs more hackers.