He has designed music videos and live performances for major recording artists, international and national commercial spots, MSG & MSG+ networks, and theatre productions both regional and in New York.
Raywood credits his time at The AA as most inspiring and influential in his work, and it would later greatly inform his process, aesthetic, and "architectural" style as a production designer.
He has collaborated many times with current and former SNL performers and writers on a variety of projects, including Lip Sync Battle, The Tonight Show with Jimmy Fallon, 30 Rock, Late Night with Conan O'Brien, and Tracy Morgan: Black and Blue.
[2] He has designed numerous music specials and television series for MTV, VH1, NBC, HBO, BET, Fuse, Comedy Central, and Spike TV.
[6] Raywood has received 8 Primetime Emmy Awards in the Outstanding Art Direction for a Variety, Music, or Non-fiction Programming category.
Considering its longevity and influence, this was the first time Saturday Night Live had received a design award of any kind in its then 36 seasons on NBC.
In 2012 and 2013, Raywood again won the ADG as part of the SNL team, respectively, for a 2011 episode with Justin Timberlake / Lady Gaga, and the 2012 Season Finale with host and musical guest Mick Jagger.