BOBBY WEBSTER

Toronto Raptors

General Manager

Director of Basketball Operations

Executive Vice President

Staff History

TEAM	POSITION	DATE SPAN	DURATION
Toronto Raptors	General Manager (Head Executive)	Jun 28, 2017 - Present	8 Years, 11 Months, 15 Days
Toronto Raptors	Director of Basketball Operations	Aug 18, 2025 - Present	9 Months, 25 Days
Toronto Raptors	Executive Vice President	Jun 8, 2026 - Present	4 Days

Head Executive Player History

SIGNINGS	SIGNINGS VALUE	DRAFTED	TRADES
176	$1,882,106,889	13	18

SIGNINGS

DRAFTED

TRADES

DATE	TRADE DETAILS
Feb 5, 2026	Golden State Warriors Acquire: 2026 2nd round pick (LAL - #54) Trade Exceptions Generated: Trayce Jackson-Davis · $2,221,677 Cap Hit Sum: $0 Cap Hit Change: -$2,221,677 (-100%)		Toronto Raptors Acquire: Trayce Jackson-Davis · $2,221,677 Cap Hit Sum: $2,221,677 Cap Hit Change: +$2,221,677
Feb 5, 2026	Brooklyn Nets Acquire: From TOR: Ochai Agbaji · $6,383,525 2032 2nd round pick (TOR) From LAC: Cash: $3,500,000 Cap Hit Sum: $6,383,525 Cap Hit Change: +$6,383,525	LA Clippers Acquire: From BKN: Vanja Marinkovic · $0 (Signing Rights) Trade Exceptions Generated: Chris Paul · $2,296,274 Cap Hit Sum: $0 Cap Hit Change: -$2,296,274 (-100%)		Toronto Raptors Acquire: From LAC: Chris Paul · $2,296,274 Trade Exceptions Generated: Ochai Agbaji · $6,383,525 Cap Hit Sum: $2,296,274 Cap Hit Change: -$4,087,251 (-64%)
	Five-Way Trade
Feb 6, 2025	Detroit Pistons Acquire: From UTA: Dennis Schroder · $13,025,250 From GSW: Lindy Waters III · $2,196,970 2031 2nd round pick (GSW) [Conditional]* Conditions: DET will receive the less favorable of the GSW and MIN 2031 2nd Rd picks Conditional Result: Pending Cap Hit Sum: $15,222,220 Cap Hit Change: +$7,247,220 (90.9%)	Golden State Warriors Acquire: From MIA: Jimmy Butler · $48,798,677 Trade Exceptions Generated: Kyle Anderson · $8,780,488 Lindy Waters III · $2,196,970 Cap Hit Sum: $48,798,677 Cap Hit Change: +$11,544,433 (31%)		Miami Heat Acquire: From GSW: Andrew Wiggins · $26,276,786 Kyle Anderson · $8,780,488 2025 1st round pick (GSW - #20 - Kasparas Jakucionis) [Protected]* From TOR: Davion Mitchell · $6,451,077 Protected Details: MIA receives a protected 2025 1st round pick from GSW, details are below: 2025: 1-10 (DID transfer) 2026: 1-10 2027: Unprotected Protected Result: Resolved Trade Exceptions Generated: Jimmy Butler · $16,070,814 Josh Richardson · $3,051,153 Cap Hit Sum: $41,508,351 Cap Hit Change: -$10,341,479 (-19.9%)

	Toronto Raptors Acquire: From UTA: P.J. Tucker · $11,539,000 From MIA: 2026 2nd round pick (LAL - #54) Cash: Value unknown Cap Hit Sum: $11,539,000 Cap Hit Change: +$5,087,923 (78.9%)	Utah Jazz Acquire: From DET: Kenyon Martin Jr. · $7,975,000 2028 2nd round pick (DET) [Conditional]* From MIA: Josh Richardson · $3,051,153 2031 2nd round pick (MIA) [Conditional]** Conditions: UTA receives the least favorable of five possible 2028 2nd RD picks: - DET pick (protected 56-60) - The less favorable of CHA and LAC 2nd RD picks - MIA 2nd RD pick, only if DAL conveys a 1st to CHA in 2027 - NYK 2nd RD pick Conditional Result: Pending Conditions: UTA receives the more favorable 2nd RD pick of MIA or IND Conditional Result: Pending Trade Exceptions Generated: P.J. Tucker · $3,564,000 Cap Hit Sum: $11,026,153 Cap Hit Change: -$13,538,097 (-55.1%)
Feb 6, 2025	Indiana Pacers Acquire: 2026 2nd round pick [Protected]* 31-55 Protected Pick will not transfer Trade Exceptions Generated: James Wiseman · $2,237,691 Cap Hit Sum: $0 Cap Hit Change: -$2,237,691 (-100%)		Toronto Raptors Acquire: James Wiseman · $2,237,691 Cash: Value unknown Cap Hit Sum: $2,237,691 Cap Hit Change: +$2,237,691
Feb 6, 2025	New Orleans Pelicans Acquire: Bruce Brown Jr. · $23,000,000 Kelly Olynyk · $12,804,878 2026 1st round pick (IND - #5) [Protected]* 2031 2nd round pick (TOR) Protected Details: Top 4 protected Result: Pick went back to original team (IND) in future trade and protections were removed. Protected Result: Resolved Trade Exceptions Generated: Brandon Ingram · $13,016,200 Cap Hit Sum: $35,804,878 Cap Hit Change: -$211,322 (-0.6%)		Toronto Raptors Acquire: Brandon Ingram · $36,016,200 Cap Hit Sum: $36,016,200 Cap Hit Change: +$211,322 (0.6%)
	Four-Way Trade
Jul 6, 2024	Detroit Pistons Acquire: From MIN: Wendell Moore Jr · $2,537,040 From MEM: 2024 2nd round pick (MEM - #37 - Bobi Klintman) Cap Hit Sum: $2,537,040 Cap Hit Change: +$2,537,040		Memphis Grizzlies Acquire: From DET: 2024 2nd round pick (NYK - #53 - Cam Spencer) Cap Hit Sum: $0 Cap Hit Change: +$0

	Minnesota Timberwolves Acquire: From MEM: 2030 2nd round pick (MEM) [Protected]* From TOR: Cash: $1,000,000 Protected Details: Protected 31-50 Protected Result: Pending Trade Exceptions Generated: Wendell Moore Jr · $2,537,040 Cap Hit Sum: $0 Cap Hit Change: -$2,537,040 (-100%)		Toronto Raptors Acquire: From MIN: 2024 2nd round pick (OKC - #57 - Ulrich Chomche) Cap Hit Sum: $0 Cap Hit Change: +$0
Jun 28, 2024	Sacramento Kings Acquire: Jalen McDaniels · $4,741,800 Trade Exceptions Generated: Aleksandar Vezenkov · $6,341,464 Davion Mitchell · $547,640 Cap Hit Sum: $4,741,800 Cap Hit Change: -$8,367,813 (-63.8%)		Toronto Raptors Acquire: Aleksandar Vezenkov · $6,658,536 Davion Mitchell · $6,451,077 2024 2nd round pick (SAC - #45 - Jamal Shead) 2025 2nd round pick (POR - #39 - Alijah Martin) Cap Hit Sum: $13,109,613 Cap Hit Change: +$8,367,813 (176.5%)
Feb 8, 2024	Brooklyn Nets Acquire: Dennis Schroder · $12,405,000 Thaddeus Young · $8,000,000 Trade Exceptions Generated: Spencer Dinwiddie · $20,357,143 Cap Hit Sum: $20,405,000 Cap Hit Change: +$47,857 (0.2%)		Toronto Raptors Acquire: Spencer Dinwiddie · $20,357,143 Cap Hit Sum: $20,357,143 Cap Hit Change: -$47,857 (-0.2%)
Feb 8, 2024	Toronto Raptors Acquire: Kelly Olynyk · $12,195,122 Ochai Agbaji · $4,114,200 Trade Exceptions Generated: Kira Lewis Jr. · $1,607,916 Cap Hit Sum: $16,309,322 Cap Hit Change: +$4,287,206 (35.7%)		Utah Jazz Acquire: Otto Porter Jr. · $6,300,000 Kira Lewis Jr. · $5,722,116 2024 1st round pick (OKC - #29 - Isaiah Collier) [Conditional]* Conditions: UTA will receive the least favorable 2024 1st round pick of OKC/LAC/HOU/UTA Result: UTA receives 2024 1st round pick from OKC Conditional Result: Resolved Trade Exceptions Generated: Kelly Olynyk · $6,473,006 Cap Hit Sum: $12,022,116 Cap Hit Change: -$4,287,206 (-26.3%)
Jan 17, 2024	Indiana Pacers Acquire: Pascal Siakam · $37,893,408 Cap Hit Sum: $37,893,408 Cap Hit Change: +$7,171,292 (23.3%)		Toronto Raptors Acquire: Bruce Brown Jr. · $22,000,000 Kira Lewis Jr. · $5,722,116 Jordan Nwora · $3,000,000 2024 1st round pick (IND - #19 - Ja'Kobe Walter) [Protected]* 2024 1st round pick (OKC - #29 - Isaiah Collier) [Conditional] 2026 1st round pick (IND - #5) [Protected]* Protected Details: TOR receives a protected 2024 1st round pick from IND, details are below: 2024: 1-3, if not conveyed, IND will send the lowest 2024 2nd round pick of IND, UTA, or CLE and IND 2025 2nd round pick Protected Result: Unprotected Conditions: TOR receives the least favorable 2024 1st round pick of OKC, HOU (protected 1-4), UTA (protected 1-10), or LAC Conditional Result: Resolved *Protected Details: TOR receives a protected 2026 1st round pick from IND, details are below: 2026: 1-4 - if not conveyed, 2027: 1-4 - if not conveyed, 2027: 2nd round pick of UTA and 2028 2nd round pick of DAL Result: Pick went back to original team (IND) in future trade and protections were removed. *Protected Result: Resolved Trade Exceptions Generated: Pascal Siakam · $10,171,292 Cap Hit Sum: $30,722,116 Cap Hit Change: -$7,171,292 (-18.9%)
Dec 30, 2023	New York Knicks Acquire: OG Anunoby · $18,642,857 Precious Achiuwa · $4,379,527 Malachi Flynn · $3,873,025 Trade Exceptions Generated: RJ Barrett · $5,241,072 Cap Hit Sum: $26,895,409 Cap Hit Change: -$1,160,068 (-4.1%)		Toronto Raptors Acquire: RJ Barrett · $23,883,929 Immanuel Quickley · $4,171,548 2024 2nd round pick (DET - #31 - Jonathan Mogbo) Trade Exceptions Generated: Precious Achiuwa · $4,379,527 Cap Hit Sum: $28,055,477 Cap Hit Change: +$1,160,068 (4.3%)
Feb 9, 2023	San Antonio Spurs Acquire: Khem Birch · $6,667,750 2023 2nd round pick (TOR - #44 - Sidy Cissoko) 2024 1st round pick (TOR - #8 - Rob Dillingham) [Protected]* 2025 2nd round pick (TOR - #37 - Chaz Lanier) Protected Details: SAS receives a protected 2024 1st round pick from TOR, details are below: 2024: 1-6 (DID transfer) 2025: 1-6 (Voided) 2026: 1-6 (Voided) If 1st round pick does not transfer, SAS will receive 2026 2nd round pick and 2027 2nd round pick. (Voided) Protected Result: Unprotected Cap Hit Sum: $6,667,750 Cap Hit Change: -$2,730,398 (-29.1%)		Toronto Raptors Acquire: Jakob Poeltl · $9,398,148 Cap Hit Sum: $9,398,148 Cap Hit Change: +$2,730,398 (40.9%)
Feb 10, 2022	San Antonio Spurs Acquire: Goran Dragic · $19,440,000 2022 1st round pick (TOR - #20 - Malaki Branham) [Protected]* Protected Details: SAS receive a protected 1st round pick from TOR, see details below: 2022: 1-14 (DID transfer) 2023: 1-13 (Voided) If the pick is protected, TOR will send two future 2nd round picks. (Voided) Result: SAS received TOR 2022 1st round pick (#20) Cap Hit Sum: $19,440,000 Cap Hit Change: +$3,487,204 (21.9%)		Toronto Raptors Acquire: Thaddeus Young · $14,190,000 Drew Eubanks · $1,762,796 2022 2nd round pick (SAS - #39 - Khalifa Diop) Trade Exceptions Generated: Goran Dragic · $5,250,000 Cap Hit Sum: $15,952,796 Cap Hit Change: -$3,487,204 (-17.9%)
Aug 6, 2021	Miami Heat Acquire: Kyle Lowry · $26,984,128 Cap Hit Sum: $26,984,128 Cap Hit Change: +$4,832,848 (21.8%)		Toronto Raptors Acquire: Goran Dragic · $19,440,000 Precious Achiuwa · $2,711,280 Cap Hit Sum: $22,151,280 Cap Hit Change: -$4,832,848 (-17.9%)
Mar 25, 2021	Sacramento Kings Acquire: Terence Davis · $1,517,981 Cap Hit Sum: $1,517,981 Cap Hit Change: +$1,517,981		Toronto Raptors Acquire: 2021 2nd round pick (MEM - #46 - Dalano Banton) Cap Hit Sum: $0 Cap Hit Change: -$1,517,981 (-100%)
Mar 25, 2021	Toronto Raptors Acquire: 2021 2nd round pick (GSW - #47 - David Johnson) Cap Hit Sum: $0 Cap Hit Change: -$1,517,981 (-100%)		Utah Jazz Acquire: Matt Thomas · $1,517,981 Cap Hit Sum: $1,517,981 Cap Hit Change: +$1,517,981
Mar 25, 2021	Portland Trail Blazers Acquire: Norman Powell · $10,865,952 Cap Hit Sum: $10,865,952 Cap Hit Change: -$845,359 (-7.2%)		Toronto Raptors Acquire: Rodney Hood · $10,047,450 Gary Trent Jr. · $1,663,861 Cap Hit Sum: $11,711,311 Cap Hit Change: +$845,359 (7.8%)
Feb 7, 2019	Memphis Grizzlies Acquire: Jonas Valanciunas · $16,539,326 Delon Wright · $2,536,898 C.J. Miles · $0 (Signing Rights) 2024 2nd round pick (TOR - #36 - Juan Núñez) Cap Hit Sum: $19,076,224 Cap Hit Change: -$5,042,801 (-20.9%)		Toronto Raptors Acquire: Marc Gasol · $24,119,025 Cap Hit Sum: $24,119,025 Cap Hit Change: +$5,042,801 (26.4%)