In 1998, his first season with the Jets,</bgref> Testaverde flourished, completing 61.5% of his passes with 29 touchdowns and only seven interceptions. In arguably his best season in the NFL, he led the Jets to the 1998 AFC East title and then to the AFC Championship game, where they lost to the eventual
Super Bowl champion
Denver Broncos. He failed to carry this momentum to the 1999 season; Testaverde tore his
Achilles tendon in the first game, and did not play the rest of the season.
In 2000, however, he returned to quarterback the Jets. The highlight of the season was the "
Monday Night Miracle" game against the
Miami Dolphins on
October 23, 2000, selected by fans as the greatest game in
Monday Night Football history. In that game, the Jets fell behind 30-7 going into the fourth quarter, but came back to win the game, 40-37 behind 5 touchdown passes from Testaverde, including one each to
Laveranues Coles, Jermaine Wiggins, Jumbo Elliott, and two to
Wayne Chrebet.
In 2001, he again led the Jets to the
playoffs, where they lost in the first round to the
Oakland Raiders. In 2002, he was replaced after a 1-3 start by
Chad Pennington.
He made cameo appearances to take the last snap in both the playoff clinching game versus the
Green Bay Packers and the 41-0 playoff win against the
Indianapolis Colts. In 2003, he was assigned to a backup role behind Pennington, although he started the first 6 games due to Pennington's left wrist injury.