Sean Wotherspoon x Nike Air Max 97/1 (2017) for me.
Sean, a long-time vintage Nike collector, was selected along with 11 other Nike-lovers to design their own Air Max sneaker for the 30th anniversary of Air Max Day.
Nike would release their designs to the public and allow them to vote. The winner would go on to see their sneaker be produced and released to the public.
Sean was also the co-founder of the sneaker store Round Two. At the time, his store was the most popular sneaker store in the country. He used that as leverage to market his design. From 2015-2017 Adidas' Yeezy Boost was seen as a big threat to Nike so he made the slogan "More Air, Less Boost" and gave out t-shirts for free at Round Two.
He won the contest the release of his sneaker sold out instantly and resold for over $1,000. The sneaker is still seen as one of the most iconic sneakers of all time and in my opinion, the best Air Max of all time.
I was close with the Round Two team and Sean at the time and was able to see the whole process unravel, spending almost every day with them at the store. That being said, definitely a meaningful sneaker to me.
edit: The shoe is the first and only Air Max 97 (upper) and 1 (midsole/outsole) hybrid ever.

LPU: Air Max 1 '87 Premium 'University of Oregon' PE Division Street
These dropped exclusively on GOAT as part of their Air Max Day celebration
Stoked to have hit on a pair – they're nothing short of incredible in-hand 😮‍💨

As a sneakerhead, Air Max Day borders on a religious holiday 😂
37 years ago today, Nike released the Air Max 1 and changed the game forever.
To celebrate I broke out one of my favorite pairs – the Air Max 1/97 Sean Wotherspoon. It's a frankenstein pair, with the upper of an Air Max 97 married to the sole of an Air Max 1. Add in the corduroy materials and vibrant pops of vintage colors, and you get a modern classic that only gets better with age.

Air Max Day is 3/26, and Nike got a head start with a new silhouette: the Air Max Dn.

They let Supreme put their spin on it for the first release. Was skeptical from the stock pictures, but they hold up pretty nice in-hand.
Too early to tell if the Dn will catch on, but this collab is a strong start.