I've got a list for you. Some context: I'm an East coast skier who was introduced to this world in the early 2000s but didnt fall in love until the late 2000s. I mostly ski rails, but also love some glades with fresh snow.
I put this together based on culturally and personally significant films and also included some titles that are online for free to get you started if you don't have money to buy movies right now.
I think this is chronological.
Happy Dayz -Poorboyz
Session 1242 -Poorboyz
Refresh- Level 1
Everyday is a Saturday- Poorboyz
G.N.A.R.- Unofficial Networks (
http://unofficialnetworks.com/gnar )
Like a Lion - Inspired (
http://inspiredmedia.tv/episode/movies/lion-2010/ )
Education of Style - Inspired (
http://inspiredmedia.tv/movie/the-education-of-style/ )
--if you like EoS check out the Black out project too (
https://www.youtube.com/watch?v=SFgAPDJFqkg )
Weight- Stept
Ten and Two- Stept
Less- Level 1
5 to 9- Hg Skis
(
https://www.newschoolers.com/watch/730837.0/HG-Skis-Presents--5-to-9-FULL-MOVIE?c=11&o=10&t=6 )
If you want to buy movies I would suggest you buy in this order.
http://www.level1productions.com/product_detail.cfm?PID=35&CatID=38
https://steptproductions.com/store/stept-3-pack
https://steptproductions.com/store/ten-and-two
I myself just ordered that stept 3 pack and then 10 and two. $45 shipped for 4 movies is so legit, and you will get to see the most unbelievable progression from a crew that really pushed the limits of what was possible in street skiing AND the way that ski movies are made.
Hope you fall in love like the rest of us. This is a crazy world to be a part of, but so much cool shit can happen to you if you dive all the way in.