Location: Chicago, Illinois
Team Name: Chicago Sky
Seasons: 21; 2006 to 2026
Record: 310-389, .443 W-L%
Playoff Appearances: 9
Championships: 1
| Rk | Executive | Start | End | Notes |
|---|---|---|---|---|
| 1 | Dave Cowens | 2005-05-27 | 2006-09-12 | |
| 2 | Bo Overton | 2006-12-12 | 2008-03-12 | |
| 3 | Steven Key | 2008-03-12 | 2010-09-10 | |
| 4 | Pokey Chatman | 2010-10-28 | 2016-10-28 | |
| 5 | Amber Stocks | 2016-12-08 | 2018-08-31 | |
| 6 | James Wade | 2019-11-00 | 2023-07-01 | |
| 7 | Emre Vatansever | 2023-07-01 | 2023-10-31 | interim |
| 8 | Jeff Pagliocca | 2023-10-31 | present | |
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