Colton Underwood is a former American football player who gained fame through reality television. After a brief stint in the NFL, he appeared on "The Bachelorette" and later became the first openly gay lead on "The Bachelor," a significant moment in the franchise's history.
January 26, 1992: Birth of Colton Underwood
Colton Scott Brown-Underwood was born on January 26, 1992.
May 10, 2014: Underwood Signs with the Chargers
On May 10, 2014, Colton Underwood signed with the San Diego Chargers as an undrafted free agent.
August 30, 2014: Underwood Waived by the Chargers
On August 30, 2014, Colton Underwood was waived by the San Diego Chargers.
September 3, 2014: Underwood Joins the Eagles' Practice Squad
On September 3, 2014, Colton Underwood was signed to the Philadelphia Eagles' practice squad.
September 9, 2014: Underwood Released from Eagles' Practice Squad
On September 9, 2014, Colton Underwood was released from the Philadelphia Eagles' practice squad.
September 23, 2014: Underwood Returns to the Chargers
On September 23, 2014, Colton Underwood returned to the San Diego Chargers and was signed to their practice squad.
December 29, 2014: Underwood Signs Future Contract with the Chargers
On December 29, 2014, Colton Underwood signed a future contract with the San Diego Chargers.
2014: Colton Underwood's NFL Career Begins
In 2014, Colton Underwood began his journey as an undrafted free agent in the NFL, signing with the San Diego Chargers.
September 5, 2015: Underwood Waived by the Chargers
On September 5, 2015, Colton Underwood was waived by the San Diego Chargers.
September 6, 2015: Underwood Placed on Injured Reserve
On September 6, 2015, Colton Underwood was placed on injured reserve by the San Diego Chargers.
September 10, 2015: Underwood Waived from Injured Reserve
On September 10, 2015, Colton Underwood was waived from injured reserve by the San Diego Chargers.
December 1, 2015: Underwood Joins the Raiders' Practice Squad
On December 1, 2015, Colton Underwood was signed to the Oakland Raiders' practice squad.
January 2016: Underwood Founds the Colton Underwood Legacy Foundation
In January 2016, Colton Underwood founded the Colton Underwood Legacy Foundation to support people with cystic fibrosis.
August 29, 2016: Underwood Released by the Raiders
On August 29, 2016, Colton Underwood was released by the Oakland Raiders.
2016: Underwood Begins Dating Aly Raisman
Colton Underwood began dating gymnast Aly Raisman in 2016 after asking her out online.
2017: Underwood and Raisman's Relationship Ends
In 2017, Colton Underwood and Aly Raisman ended their relationship.
January 2018: The Legacy Project Launches
In January 2018, the Colton Underwood Legacy Foundation launched the Legacy Project, to provide AffloVests to children in the US with cystic fibrosis.
September 4, 2018: Underwood Announced as the Bachelor
On September 4, 2018, ABC announced Colton Underwood would be the lead for season 23 of The Bachelor.
September 21, 2018: Underwood Begins Filming "The Bachelor"
On September 21, 2018, Colton Underwood began filming for The Bachelor and met three contestants on The Ellen DeGeneres Show.
November 2018: Underwood Begins Dating Cassie Randolph
Colton Underwood and Cassie Randolph began dating in November 2018 after meeting on "The Bachelor".
2019: Underwood Blackmailed into Coming Out
In 2019, Colton Underwood was blackmailed into coming out as gay when an anonymous man threatened to release photos of Underwood at a gay sauna.
May 2020: Underwood and Randolph End Relationship
In May 2020, Colton Underwood and Cassie Randolph ended their relationship.
September 2020: Randolph Files Restraining Order Against Underwood
In September 2020, Cassie Randolph filed a restraining order against Colton Underwood alleging stalking and harassment.
April 14, 2021: Underwood's Netflix Series Announced
On April 14, 2021, Variety reported that Colton Underwood would star in a six-episode Netflix series produced by Jeff Jenkins.
September 1, 2021: Underwood Begins Dating Jordan C. Brown
On September 1, 2021, Colton Underwood was reported to be dating Jordan C. Brown.
December 3, 2021: "Coming Out Colton" Premieres on Netflix
On December 3, 2021, Colton Underwood's docu-series "Coming Out Colton" premiered on Netflix.
December 2021: Underwood Confirms Relationship with Brown
In December 2021, Colton Underwood publicly confirmed his relationship with Jordan C. Brown.
February 2022: Underwood and Brown Get Engaged
Colton Underwood and Jordan C. Brown got engaged in February 2022.
May 13, 2023: Underwood and Brown Marry
On May 13, 2023, Colton Underwood and Jordan C. Brown were married.
May 21, 2024: Underwood and Brown Announce Pregnancy
On May 21, 2024, Colton Underwood and Jordan C. Brown announced they were expecting their first child.
October 2024: Underwood and Brown Expecting a Boy
Colton Underwood and Jordan C. Brown are expecting a baby boy in October 2024.
2024: Underwood Appears on "The Masked Singer"
In 2024, Colton Underwood competed in season eleven of The Masked Singer as "Lovebird" and was eliminated alongside DeMarcus Ware as "Koala".