Captain Raymond Holt (Brooklyn Nine-Nine)
Captain Holt commanded respect without ever raising his voice. Through professionalism, integrity, and intelligence, Holt built one of television's most admired leadership styles. He balanced discipline with genuine care for his team. Holt's measured approach contrasts with the chaos of Michael Scott and Ari Gold. If leadership is about earning trust and respect, Holt belongs among the greatest fictional bosses ever.
Captain Raymond Holt (Brooklyn Nine-Nine)'s Rankings
Fictional Bosses
Rank: #3 (see rankings)
Win Rate: 57.1%
Streak: 🔥 5-match winning streak
Best matchups (highest win rate)
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Bill Lumbergh (Office Space) - Wins 100.0% of battles
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Jack Donaghy (30 Rock) - Wins 66.7% of battles
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Leslie Knope (Parks and Recreation) - Wins 60.0% of battles
Worst matchups (lowest win rate)
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Miranda Priestly (Devil Wears Prada) - Loses 100.0% of battles
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Ron Swanson (Parks and Recreation) - Loses 71.4% of battles
- Captain Raymond Holt (Brooklyn Nine-Nine) vs Leslie Knope (Parks and Recreation) - Loses 40.0% of battles