1999

Head Coach: Bob Gaddis (59-37, 9th year)
Record: 9-3 (5-2 SIAC, 4-2 City)
Championships: Sectional Champions

Date	Opponent	Score	Comment
Aug. 14	Jasper	N/A	Scrimmage
Aug. 21	Indianapolis Broad Ripple	W 20-7	Reitz Bowl Kickoff Classic
Aug. 27	New Albany	W 28-14
Sep. 3	@ Central *	W 34-6
Sep. 10	@ Harrison *	W 21-7
Sep. 17	Memorial *	W 20-7
Sep. 24	@ Castle *	W 21-0
Oct. 1	@ North *	L 14-24
Oct. 8	Bosse *	W 38-0
Oct. 15	Mater Dei *	L 24-27, OT	West Side Nut Club Championship
Oct. 29	@ Central	W 35-29	Sectional Second Round
Nov. 5	Castle	W 14-7	Sectional Championship
Nov. 12	Bloomington South	L 20-35	Regional Championship

Individual Honors

David Baize
- Bloomington Herald-Times Big State (All-State) honorable mention defensive end
- All-SIAC running back
- Courier & Press All-Metro fullback
- Evansville Downtown Quarterback Club All-City running back
Tad Brittingham
- Bloomington Herald-Times Junior All-State honorable mention defensive tackle-nose guard
- Evansville Downtown Quarterback Club All-City defensive lineman
Chris Brunson
- Bloomington Herald-Times Junior All-State special mention tight end-flanker-linebacker
Brian Claybourn
- IFCA Top 50 All-State punter
- AP All-State Class 5A honorable mention punter/kicker
- Bloomington Herald-Times All-State special mention placekicker
- All-SIAC kicker
- Courier & Press All-Metro kicker
Bob Gaddis
- IFCA All-Star Game head coach
Nick Helfrich
- AP All-State Class 5A defensive lineman
- IFCA Top 50 All-State defensive lineman
- Bloomington Herald-Times Big State (All-State) special mention defensive end
- IFCA All-Star player
- All-SIAC defensive lineman
- Courier & Press All-Metro defensive lineman
- Evansville Downtown Quarterback Club All-City defensive lineman
Brad Rowe
- All-SIAC linebacker
- Evansville Downtown Quarterback Club All-City linebacker
Aaron Voelker
- All-SIAC center
- Courier & Press All-Metro center
- Evansville Downtown Quarterback Club All-City center

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