| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
|
To Wolves |
||
| Spiers, CH | Fee Unknown | 6 July 1933 |
| Harris, J | Fee Unknown | 12 May 1939 |
| McCormack, J | Guest | 1941-42 |
| Smith, GM | Free | 31 August 1982 |
| Sinton, A | Free | 6 July 1999 |
| Nielsen, A | Loan | 22 March 2000 |
| Iversen, S | Free | 1 August 2003 |
| Ricketts, RA | Loan | 14 March 2005 |
| Ricketts, RA | Fee Unknown | 1 July 2005 |
| O’Hara, JD | Loan | 30 January 2011 |
| O’Hara, JD | £5,000,000 | 21 June 2011 |
| Bassong, S | Loan | 31 January 2012 |
| Huddlestone, T | Loan | 25 October 2015 |
|
To Tottenham |
||
| Lunn, TH | Fee Unknown | 22 April 1910 |
| Brooks, SE | Fee Unknown | 20 July 1922 |
| Segers, JCA | Released | 31 May 1997 |
| Doherty, MJ | Undisclosed | 30 August 2020 |
