[1] Bailey attended Santa Fe Christian Schools in Solana Beach, California.

[6] Upon joining the roster, Bailey competed with incumbent punter Ryan Allen, who had been with the Patriots for 6 seasons.

[7] After Patriots kicker Stephen Gostkowski was placed on injured reserve, Bailey took over kickoff duties as well.

[11] Bailey was one of three Patriots players, along with special teamer Matthew Slater and cornerback Stephon Gilmore, named to the 2021 Pro Bowl.

[3] On December 19, 2023, Jake got engaged to attorney Bailey Medeiros, a former New England Patriots cheerleader and Miss Massachusetts Teen USA 2014.