Only the executives in charge of player personnel decisions (usually the general manager) are listed.
13 Stints
| Rk | Executive | Start | End | Notes |
|---|---|---|---|---|
| 1 | Billy McKinney | 1988 | 1990-11-29 | |
| 2 | Jim Brewer | 1990-12-04 | 1992-06-01 | |
| 3 | Jack McCloskey | 1992-06-01 | 1995-05-11 | |
| 4 | Kevin McHale | 1995-05-11 | 2008-12-08 | |
| 5 | Jim Stack | 2008-12-08 | 2009-05-22 | |
| 6 | David Kahn | 2009-05-22 | 2013-05-03 | |
| 7 | Flip Saunders | 2013-05-03 | 2015-10-25 | |
| 8 | Milt Newton | 2015-10-25 | 2016-04-20 | |
| 9 | Tom Thibodeau | 2016-04-20 | 2019-01-06 | |
| 10 | Scott Layden | 2019-01-06 | 2019-05-03 | |
| 11 | Gersson Rosas | 2019-05-03 | 2021-09-22 | |
| 12 | Sachin Gupta | 2021-09-22 | 2022-05-23 | interim |
| 13 | Tim Connelly | 2022-05-23 | present |
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