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Jon Gruden

Head Coach (retired)

Jon Gruden: facts drawn from the play-by-play.

FanIQ Research · May 10, 2026 · 6 facts, every one from the play-by-play

Won Super Bowl XXXVII (Jan 2003) with Tampa Bay — beat the Raiders, the team that traded him away that offseason.

Milestone

Gruden 2002 SB run

Round	Result
DIV	W vs SF 31-6
NFC Championship	W vs PHI 27-10
SB XXXVII	W vs LV 48-21

15 NFL seasons across 2 stints. 14 with the Raiders/Bucs in 1998-2008, then 4 more LV years 2018-21.

Trend

Gruden W/L by season

Year	Tm	W	L
1999	LV	8	8
2000	LV	12	4
2001	LV	10	6
2002	TB	12	4
2005	TB	11	5
2007	TB	9	7
2008	TB	9	7
2018	LV	4	12
2019	LV	7	9
2020	LV	8	8
2021	LV	10	7

Wins by year (1999-2021)

Season	Wins
1999	8
2000	12
2002	12
2005	11
2008	9
2018	4
2021	10

After 9 years off, returned to LV in 2018 on a 10-year, $100M deal — the richest HC contract at the time.

Rare

Gruden return-to-LV

Year	W	L
2018	4	12
2019	7	9
2020	8	8
2021	10	7 (resigned Wk 6)

Career: 117 wins, 112 losses (51.1%). His 2002 ring is the only Super Bowl appearance, and 2002-08 TB run had 3 playoff trips.

Split

Career totals

Stat	Total
Seasons	15
Wins	117
Losses	112
Win %	51.1%
Super Bowl wins	1
Playoff trips	5

He's 1 of just 6 HCs to win a Super Bowl in his first season at a new franchise.

Comparison

First-year SB-winning HCs

Coach	Year	Team
Don McCafferty	1970	BAL
George Seifert	1989	SF
Jon Gruden	2002	TB
Mike McCarthy (no)	--	--

He spent 9 seasons (2009-17) as Monday Night Football's lead analyst — among the longest non-coaching gaps for an SB-winning HC who returned.

Anomaly

Gruden non-coaching gap

Phase	Years	Role
TB HC	2002-2008	Won SB XXXVII
MNF analyst	2009-2017	ESPN booth
LV HC return	2018-2021	Resigned mid-2021

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