Between 2002 and 2008, Chetwynd served as a baseball analyst for the British television network
Five, primarily alongside presenter
Jonny Gould on
MLB on Five. He joined the show at the beginning of the 2002 season and worked as the co-host until the middle of the 2003 campaign when he returned to the United States. While in the U.S. he did on-camera interviews and reports for the show at both the
World Series (2003–2005) and
Spring Training in Arizona (2004–2005). At the start of the 2006 season, he resumed the co-host position full-time and held that post until the show was cancelled after the 2008 season. In October 2006, Chetwynd also took over hosting duties on Five's Monday night coverage of the
NFL for a season, replacing
Colin Murray. In addition, Chetwynd did voice over work for sports packages on Five's sister digital station
Five US between 2006 and 2008. On 4 July 2010, he began co-hosting
MLB on 5 Live with Jonny Gould on
BBC Radio 5 Live Sports Extra. In 2011, the show was picked up for second season with
Nat Coombs replacing Gould as Chetwynd's regular co-host. Third and fourth seasons featured Coombs and Chetwynd in 2012 and 2013. During the 2013 post season, Chetwynd served as the program's primary host, anchoring the BBC's World Series studio show with former Major League pitcher
Jason Hirsh filling the analyst's role. As part of the coverage, Chetwynd has also done live color-commentary, on-site at the World Series with
Simon Brotherton providing play-by-play in 2011 and 2012. Chetwynd previously collaborated with Brotherton in the same role for the BBC between 2003 and 2005. In 2012, the pair also broadcast MLB's Opening Series between the
Oakland A's and
Seattle Mariners in
Tokyo,
Japan. In September of that year, Chetwynd was the on-air analyst for television broadcasts of the
World Baseball Classic -
Qualifier 2 in
Regensberg, Germany. Telecasts aired on the
MLB Network and
MLB.com in the U.S.,
Sportsnet in Canada and
ESPN America in Europe. In 2019, Chetwynd provided commentary on
BT Sport's coverage of the
2019 MLB London Series. He reprised that role at the
2023 MLB London Series and the 2024 MLB London Series. ==Books==