I've had the pleasure of working with Questlove and The Roots for the past several years on various projects. Here are a few examples:
I had the pleasure of conducting and providing additional arrangements/musical sections for The Roots composition "It Ain't Fair" (from the soundtrack to the Kathryn Bigelow film Detroit) on The Tonight Show of Aug. 7/17. Here's the performance (I'm conducting off-camera):
Appearance at the theater at Madison Square Garden with The Roots as part of the John Lennon 75th Birthday Tribute concert (Nov/15), performing "Mother":
Appearance in 2012 with Questlove as part of his curated Brooklyn Academy of Music concert "Shuffle Culture" — a slightly manic version of a Scott Joplin rag:
Appearance on Late Night with Jimmy Fallon with The Roots, performing "Tip the Scale" from their Grammy-nominated CD Undun (free jazz duo with Questlove around the 3 min mark):
I've also had the pleasure of doing multiple arrangements for Questlove and The Roots for various projects, including 30-piece orchestral arrangements of Roots tunes for their appearance at Radio City Music Hall with Dave Chappelle (for which I also played piano). What follows are a few other examples:
Here is my arrangement of Ravel's solo piano piece "Ma Mere L'oye", which I scored for string quartet as part of Questlove's Philly Paris Lockdown concert that took place at Philadelphia's Kimmel Center in 2011:
Ma Mere L'oye
Ravel (string arrangement by D.D. Jackson)
I also did string/vocal arrangements on The Roots CD "...And Then You Shoot Your Cousin". Here is a track from the same CD someone put up on Youtube ("The Coming") featuring my piano playing and string arrangement (which begins around 1:30):
And here is a live performance of "Never" from the same CD (for which I did the "eerie" string/vocal break starting just after 1:45):
D.D. Jackson