(1)Luigi vs (13)Miles "Tails" Prower 2018

Ulti's Analysis
It was great to see Tails finally make it into round 3 (JUSTICE FOR KNUCKLES), but every middling character that sneaks through a round or two meets their maker eventually and it was time for Tails to meet his. This was a blowout so bad that a lot of people thought this was SFF. It may have been or it may not have been, but we'll frankly never know for sure until we get Mario vs Sonic in a contest match.

How we haven't yet had a Mario vs Sonic match is beyond me, and in all of contest history we've only had three matches that even remotely come close to resembling Mario/Sonic.

https://gamefaqs.gamespot.com/poll/1638-division-16-round-2-sonic-the-hedgehog-2-vs-super-mario

https://gamefaqs.gamespot.com/poll/3454-division-3-round-1-gunstarheroes-sonic-3-s-mario-kart-s

https://gamefaqs.gamespot.com/poll/4558-north-division-final-mario-vs-bowser-sonic-vs-dr-robotnik

That's it. That's the entire list. Sonic 2 vs Mario World, a fourway match with Mario Kart in it, and the Rivalry Rumble. We can't get one division in 16 years of contests with Sonic as a 1 seed and Mario as a 2 or something? It's the most famous rivalry in gaming history and pretty much single-handedly pushed the 90s gaming environment forward. They deserve a 1v1 contest match.

And that's the legacy of Luigi vs Tails. It was the biggest blowout of round 3 and got everyone wondering why we haven't gotten Mario vs Sonic yet -- and a lot of people think it's pointless because Mario would just 70-30 the guy with SFF. Thanks for coming, Tails!