 
 
| 
Hearts Late Late Goals
 | 
| Games scored after 75 minutes | |||||||
| Scorer | Goal | Time | Date | Team | V | Comp | Score | 
| n/a | 3 | 78 | 1999-07-31 Sat | St Johnstone | A | Scottish Premier League | |
| Colin Cameron | 4 | 80 | 1999-07-31 Sat | St Johnstone | A | Scottish Premier League | |
| Gary McSwegan | 2 | 79 | 1999-08-14 Sat | Hibernian | A | Scottish Premier League | |
| Darren Jackson | 4 | 85 | 1999-08-18 Wed | Queen of the South | A | League Cup | |
| Gary McSwegan | 3 | 85 | 1999-08-22 Sun | Aberdeen | H | Scottish Premier League | |
| Colin Cameron | 3 | 75 | 1999-09-11 Sat | Dundee | H | Scottish Premier League | |
| Scott Severin | 4 | 81 | 1999-09-11 Sat | Dundee | H | Scottish Premier League | |
| Stephane Adam | 2 | 89 | 1999-09-25 Sat | Dundee United | A | Scottish Premier League | |
| Derek Holmes | 2 | 89 | 1999-10-12 Tue | East Fife | A | League Cup | |
| Colin Cameron | 2 | 83 | 1999-10-27 Wed | Kilmarnock | H | Scottish Premier League | |
| Juanjo | 3 | 92 | 1999-10-27 Wed | Kilmarnock | H | Scottish Premier League | |
| Stephane Adam | 3 | 88 | 1999-12-05 Sun | Dundee United | H | Scottish Premier League | |
| Gary McSwegan | 5 | 88 | 2000-01-29 Sat | Stenhousemuir | H | Scottish Cup | |
| Colin Cameron | 5 | 83 | 2000-02-05 Sat | Celtic | A | Scottish Premier League | |
| Steve Fulton | 3 | 88 | 2000-03-22 Wed | Aberdeen | H | Scottish Premier League | |
| Gary Wales | 2 | 81 | 2000-04-15 Sat | Aberdeen | A | Scottish Premier League | |
| Darren Jackson | 3 | 84 | 2000-04-15 Sat | Aberdeen | A | Scottish Premier League | |
| Games scored after 90 minutes | |||||||
| Scorer | Goal | Time | Date | Team | V | Comp | Score | 
| Juanjo | 3 | 92 | 1999-10-27 Wed | Kilmarnock | H | Scottish Premier League | |
| Goals conceded after 75 minutes | |||||||
| Scorer | Goal | Time | Date | Team | V | Comp | Score | 
| John McQuillan | 5 | 83 | 1999-07-31 Sat | St Johnstone | A | Scottish Premier League | |
| Christophe Cocard | 4 | 93 | 1999-10-27 Wed | Kilmarnock | H | Scottish Premier League | |
| John Spencer | 2 | 83 | 1999-11-06 Sat | Motherwell | H | Scottish Premier League | |
| Lubomir Moravcik | 3 | 88 | 1999-11-20 Sat | Celtic | H | Scottish Premier League | |
| Patrick Kevin Francis Michael Nevin | 3 | 90 | 1999-11-23 Tue | Motherwell | A | Scottish Premier League | |
| Mark Francis Reilly | 4 | 92 | 1999-11-27 Sat | Kilmarnock | A | Scottish Premier League | |
| Kenneth Miller | 3 | 90 | 1999-12-19 Sun | Hibernian | H | Scottish Premier League | |
| Jorg Albertz | 1 | 90 | 1999-12-22 Wed | Rangers | A | Scottish Premier League | |
| Michael Jeffrey | 1 | 77 | 2000-02-02 Wed | Kilmarnock | A | League Cup | |
| William Dodds | 5 | 79 | 2000-03-12 Sun | Rangers | A | Scottish Cup | |
| Mika-Matti Petteri Paatelainen | 4 | 85 | 2000-03-18 Sat | Hibernian | A | Scottish Premier League | |
| Alexander Mathie | 3 | 87 | 2000-04-22 Sat | Dundee United | H | Scottish Premier League | |
| Goals conceded after 90 minutes | |||||||
| Scorer | Goal | Time | Date | Team | V | Comp | Score | 
| Christophe Cocard | 4 | 93 | 1999-10-27 Wed | Kilmarnock | H | Scottish Premier League | |
| Patrick Kevin Francis Michael Nevin | 3 | 90 | 1999-11-23 Tue | Motherwell | A | Scottish Premier League | |
| Mark Francis Reilly | 4 | 92 | 1999-11-27 Sat | Kilmarnock | A | Scottish Premier League | |
| Kenneth Miller | 3 | 90 | 1999-12-19 Sun | Hibernian | H | Scottish Premier League | |
| Jorg Albertz | 1 | 90 | 1999-12-22 Wed | Rangers | A | Scottish Premier League | |