| Date | Transaction |
| 02-28-1974 | Bob Montgomery has retired from football. |
| 09-16-1973 | The Boston Copperheads have automatically waived Bob Montgomery to comply with the 53-man roster limit. |
| 08-13-1973 | The Boston Copperheads have placed Bob Montgomery on the trade block. |
| 08-27-1972 | The Boston Copperheads have moved Lloyd Didio to the active roster. The Boston Copperheads have moved Bob Montgomery to the inactive roster. |
| 08-20-1972 | Bob Montgomery of the Boston Copperheads is injured with a severe concussion and is expected to be out for approximately 29 days. |
| 09-19-1971 | The British Columbia Legionaires have moved Bob Montgomery, Ajene Harris, and Mel Cannon to the active roster. The British Columbia Legionaires have moved Jim Mooring, Sean Harlow, and Martin Turner to the inactive roster. |
| 09-19-1971 | Trade #50072 has been completed between the British Columbia Legionaires and the Los Angeles Trojans. The Los Angeles Trojans receive Dan Vodicka (TE) from the British Columbia Legionaires in exchange for Bob Montgomery (G), Ajene Harris (WR), Mel Cannon (WR). |
| 08-09-1971 | The Los Angeles Trojans have placed Bob Montgomery on the trade block. |
| 09-07-1970 | The Los Angeles Trojans have moved Chilo Rachal, David Smith, and Damian Mama to the active roster. The Los Angeles Trojans have moved Frisman Gudmundson, Chris Thomas, and Bob Montgomery to the inactive roster. |
| 08-16-1970 | The Los Angeles Trojans have moved Robert Brown, Tim Copeland, Chris Thomas, Val Lehrer, Jason Books, and Bob Montgomery to the active roster. The Los Angeles Trojans have moved Chilo Rachal, Damian Mama, Matt Grootegoed, and Brian Cushing to the inactive roster. |
| 12-28-1969 | The Los Angeles Trojans have moved Viane Talamaivo, Max Tuerk, and Tyron Smith to the active roster. The Los Angeles Trojans have moved Bob Montgomery to the inactive roster. |
| 12-22-1969 | The Los Angeles Trojans have moved Mike Gelbaugh, Chris Thomas, Bob Montgomery, Deral Caldwell, Eric Bucher, and Curtis McNeal to the active roster. The Los Angeles Trojans have moved Keith Rivers, Viane Talamaivo, Juju Smith, Max Tuerk, LenDale White, Chris McFoy, Matt Barkley, and Will Poole to the inactive roster. |
| 11-10-1969 | The Los Angeles Trojans have moved Chilo Rachal and Robert Woods to the active roster. The Los Angeles Trojans have moved Mike Gelbaugh and Bob Montgomery to the inactive roster. |
| 11-03-1969 | The Los Angeles Trojans have moved Bob Montgomery to the active roster. The Los Angeles Trojans have moved Tyron Smith to the inactive roster. |
| 09-22-1969 | The Los Angeles Trojans have moved Morris Weatherington to the active roster. The Los Angeles Trojans have moved Bob Montgomery to the inactive roster. |
| 09-22-1969 | The Los Angeles Trojans have moved Bob Montgomery to the active roster. |
| 09-15-1969 | The Los Angeles Trojans have acquired Bob Montgomery from the waiver wire. |
| 09-14-1969 | The Colorado Dimebags have automatically waived Bob Montgomery to comply with the 53-man roster limit. |
| 09-08-1969 | The Colorado Dimebags have acquired Bob Montgomery from the waiver wire. |
| 09-01-1969 | The Denver Dawgs have waived Bob Montgomery. |
| 08-18-1969 | The Denver Dawgs have moved Dante Bercich to the active roster. The Denver Dawgs have moved Bob Montgomery to the inactive roster. |
| 08-04-1969 | The Denver Dawgs have moved Tony Webster and Bob Montgomery to the active roster. The Denver Dawgs have moved Sky Mack to the inactive roster. |
| 09-01-1968 | The Denver Dawgs have moved Marv Lewis, Bob Oliver, Marty Oliver, and Hal Grabowski to the active roster. The Denver Dawgs have moved Donnie Drewrey, Bob Montgomery, Tony Goodspeed, and Les Burt to the inactive roster. |
| 12-18-1967 | The Denver Dawgs have moved Warren Miles, Les Burt, Bob Montgomery, Tony Goodspeed, and Theo Adams to the active roster. The Denver Dawgs have moved Johnny Settle, Marty Oliver, John Dempsey, Buddy Harris, and Hank Jones to the inactive roster. |
| 08-28-1967 | The Denver Dawgs have moved Willie Smith, Henry Bell, Marty Oliver, Bobby Reyes, John Dempsey, and Buddy Harris to the active roster. The Denver Dawgs have moved Marv Lewis, Warren Miles, Les Burt, Bob Montgomery, Tony Goodspeed, and Theo Adams to the inactive roster. |
| 08-07-1967 | The Denver Dawgs have moved Sky Mack and Bob Montgomery to the active roster. The Denver Dawgs have moved Ken Adamson and Willie Smith to the inactive roster. |
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