Streaks at #1
From 8/26/98 until 2/25/99, for SIX months, the ONLY videos that were at #1 were from either Backstreet or 'N Sync. Aaliyah was #1 on 8/26 (when TRL was still "Total Request"), and Korn finally beat them on 2/25.

First #1 of the year 1999
"All I Have to Give" by Backstreet Boys

First #1 of the year 2000
"From the Bottom of My Broken Heart" by Britney Spears

First #1 of the year 2001
"Shape of My Heart" by Backstreet Boys

#1 Top 100 of ‘98
"The Boy Is Mine" by Brandy and Monica

#1 End of Summer ('99) Countdown
"I Want It That Way" by Backstreet Boys

#1 Top 99 of ‘99
"I Want It That Way" by Backstreet Boys

#1 TRL Superstars (May 2000)
"I Want It That Way" by Backstreet Boys

#1 End of Summer ('00) Countdown
"It's Gonna Be Me" by 'N Sync

#1 Top 40 of 2000
"Bye Bye Bye" by 'N Sync

Number of times at #1
"Larger Than Life" by Backstreet Boys – 57 times
"Bye Bye Bye" by 'N Sync - 54 times
The complete list of number ones and how many times they've been there

Number of consecutive times at #1
"I Drive Myself Crazy" - 26 times
"Bye, Bye, Bye" by 'N Sync – 25 times
The complete list of Streak Days, from 26 to 1

First video retired
"Got the Life" by Korn

First rap video at #1
"Big Pimpin'" by Jay-Z

First rap video at #1 multiple times
"The Real Slim Shady" by Eminem

Most videos on TRL
‘N Sync – 8 videos (Tearin’ Up My Heart, (God Must Have Spent) A Little More Time on You, Merry Christmas Happy Holidays, I Drive Myself Crazy, Music of My Heart, Bye Bye Bye, It’s Gonna Be Me, This I Promise You)

Nick Lachey - 8 videos. (7 with 98º, duet with Jessica Simpson)

Backstreet Boys – 7 videos (I’ll Never Break Your Heart, All I Have to Give, I Want It That Way, Larger Than Life, Show Me the Meaning of Being Lonely, The One, Shape of My Heart)

Limp Bizkit - 7 videos. (Faith, Nookie, Rearranged, N 2 Gether Now, Break Stuff, My Generation, Rollin')

Eminem - 7 videos. (My Name Is, Guilty Conscience, Role Model, Forgot About Dre with Dr. Dre, The Real Slim Shady, The Way I Am, Stan)

98º - 7 videos. (Because of You, The Hardest Thing, I Do, This Gift, Thank God I Found You with Mariah, Give Me Just One Night, My Everything)

Britney Spears - 7 videos. (Baby One More Time, Sometimes, Crazy, From the Bottom..., Oops! I Did It Again, Lucky, Stronger)

Most videos retired
Britney – 6 (Baby One More Time, Sometimes, Crazy, From the Bottom..., Oops! I Did It Again, Lucky)

Backstreet – 5 (All I Have to Give, I Want It That Way, Larger Than Life, Show Me the Meaning of Being Lonely, The One)

‘N Sync – 5 ((God Must Have Spent) A Little More Time on You, I Drive Myself Crazy, Music of My Heart, Bye Bye Bye, It’s Gonna Be Me)

Korn – 4 (Got the Life, Freak on a Leash, Falling Away From Me, Make Me Bad)

Most times at ANY spot
Korn's "Got the Life" - 63 days at #3

Biggest One Day Jump
"My Everything" by 98º - 7 spots, from #10 to #3

TRL Classic Videos
"I Want It That Way" by Backstreet Boys defeats "Tearin' Up My Heart" by 'N Sync
"Nookie" by Limp Bizkit defeats "Bawitdaba" by Kid Rock
"Tearin' Up My Heart" by 'N Sync
"Back That Thing Up" by Juvenile
"Hangin' Tough" by New Kids on the Block
"All I Have to Give" by Backstreet Boys

Total Days at #1	Artist
207	‘N Sync
176	Backstreet Boys
32	Britney Spears
27	Hanson
21	Eminem
21	Korn
14	Christina Aguilera
6	Limp Bizkit
4	98º
3	Ricky Martin

Thanks to Ricky. Does not include current videos

Leaders in days as of (and including) Friday 12.29.2000, the last TRL of 2000
Britney Spears: 428 days on the countdown
Backstreet Boys: 400 days
'N Sync: 388 days
Limp Bizkit: 327 days
Eminem: 301 days
Korn: 291 days
Thanks SO much to Doug