 France: French Open - Singles - Qualification |
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| Quarter-finals | Charpentier M. | Gumy H. | 2:1 (6:3, 66:7, 6:2) | details | 23.05.2001 |
 Argentina: Buenos Aires - Singles - Main |
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| 1/8-finals | Canas G. | Gumy H. | 2:0 (7:5, 7:6) | details | 21.02.2001 |
| 1/16-finals | Gumy H. | Massu N. | 2:0 (6:3, 6:1) | details | 19.02.2001 |
 Italy: Palermo - Singles - Main |
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| 1/8-finals | Balcells J. | Gumy H. | 2:0 (6:4, 6:4) | details | 27.09.2000 |
| 1/16-finals | Gumy H. | Koubek S. | 2:0 (6:1, 6:3) | details | 25.09.2000 |
 Romania: Bucharest - Singles - Main |
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| 1/16-finals | Calatrava A. | Gumy H. | 2:0 (6:3, 6:1) | details | 11.09.2000 |
 USA: US Open - Singles - Main |
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| 1/32-finals | Gumy H. | Ferrero J. C. | 2:3 (6:1, 3:6, 7:64, 2:6, 3:6) | details | 30.08.2000 |
| 1/64-finals | Gumy H. | Russell M. | 3:1 (4:6, 7:66, 7:61, 6:4) | details | 29.08.2000 |
 Austria: Kitzbuhel - Singles - Main |
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| 1/16-finals | Kafelnikov Y. | Gumy H. | 2:1 (6:4, 2:6, 6:2) | details | 25.07.2000 |
| 1/32-finals | Gumy H. | Sa A. | 2:0 (6:3, 6:4) | details | 24.07.2000 |
 Croatia: Umag - Singles - Main |
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| 1/16-finals | Gumy H. | Marin J. | 1:2 (7:5, 2:6, 4:6) | details | 17.07.2000 |
 Sweden: Bastad - Singles - Main |
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| 1/16-finals | Massu N. | Gumy H. | 2:0 (6:3, 6:4) | details | 11.07.2000 |
 United Kingdom: Wimbledon - Singles - Main |
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| 1/64-finals | Clavet F. | Gumy H. | 3:0 (6:3, 6:3, 6:3) | details | 27.06.2000 |
| France: French Open - Singles - Main |
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| 1/32-finals | Costa A. | Gumy H. | 2:1 RET. (4:6, 6:3, 7:5, 1:0) | details | 01.06.2000 |
| 1/64-finals | Gumy H. | Moya C. | 3:2 (7:64, 6:2, 4:6, 3:6, 6:3) | details | 29.05.2000 |
| Austria: St. Poelten - Singles - Main |
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| 1/16-finals | Schalken S. | Gumy H. | 2:0 (6:3, 6:4) | details | 22.05.2000 |
 Germany: Munich - Singles - Main |
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| 1/8-finals | Gumy H. | Mirnyi M. | 0:2 (3:6, 0:6) | details | 03.05.2000 |
| 1/16-finals | Vacek D. | Gumy H. | 0:2 (0:6, 4:6) | details | 01.05.2000 |
 Spain: Barcelona - Singles - Main |
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| 1/32-finals | Gumy H. | Vicente F. | 1:2 (6:2, 65:7, 2:6) | details | 24.04.2000 |
 Morocco: Casablanca - Singles - Main |
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| 1/8-finals | Gumy H. | Bruguera S. | 0:2 (2:6, 64:7) | details | 12.04.2000 |
| 1/16-finals | Gumy H. | Martin A. | 2:0 (6:1, 6:2) | details | 10.04.2000 |
| USA: Miami - Singles - Main |
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| 1/64-finals | Gumy H. | Gaudio G. | 0:2 (3:6, 3:6) | details | 20.03.2000 |
 Colombia: Bogota - Singles - Main |
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| 1/8-finals | Hantschk M. | Gumy H. | 2:1 (6:3, 2:6, 7:63) | details | 08.03.2000 |
| 1/16-finals | Massu N. | Gumy H. | 0:2 (4:6, 1:6) | details | 06.03.2000 |
| USA: Delray Beach - Singles - Main |
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| 1/16-finals | Rafter P. | Gumy H. | 2:0 (6:2, 7:65) | details | 28.02.2000 |
 Mexico: Acapulco - Singles - Main |
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| 1/8-finals | Puerta M. | Gumy H. | 2:0 (6:4, 6:4) | details | 23.02.2000 |
| 1/16-finals | Gumy H. | Dupuis A. | 2:0 (6:4, 6:3) | details | 21.02.2000 |
| USA: Memphis - Singles - Main |
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| 1/8-finals | Chang M. | Gumy H. | 2:0 (6:2, 6:0) | details | 16.02.2000 |
| 1/16-finals | Massu N. | Gumy H. | 0:2 (5:7, 65:7) | details | 15.02.2000 |
| USA: San Jose - Singles - Main |
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| 1/8-finals | Courier J. | Gumy H. | 2:1 (7:5, 62:7, 7:64) | details | 09.02.2000 |
| 1/16-finals | Gumy H. | Woodbridge T. | 2:0 (6:4, 6:2) | details | 07.02.2000 |
 Australia: Australian Open - Singles - Main |
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| 1/64-finals | Gumy H. | Vinciguerra A. | 0:3 (62:7, 1:6, 1:6) | details | 17.01.2000 |
| Italy: Palermo - Singles - Main |
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| Quarter-finals | Berasategui A. | Gumy H. | 2:0 (6:3, 6:4) | details | 08.10.1999 |
| 1/8-finals | Gaudio G. | Gumy H. | 0:2 (0:6, 1:6) | details | 06.10.1999 |
| 1/16-finals | Gumy H. | Meligeni F. | 1:1 RET. (1:6, 6:3, 3:0) | details | 04.10.1999 |
| Spain: Mallorca - Main |
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| Quarter-finals | Gumy H. | Corretja A. | 0:2 (3:6, 2:6) | details | 17.09.1999 |
| 1/8-finals | Squillari F. | Gumy H. | 0:2 (64:7, 3:6) | details | 15.09.1999 |
| 1/16-finals | Gumy H. | Calatrava A. | 2:1 (7:615, 4:6, 7:5) | details | 13.09.1999 |
| USA: US Open - Singles - Main |
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| 1/64-finals | Carlsen K. | Gumy H. | 3:0 (6:4, 7:64, 6:4) | details | 31.08.1999 |
| USA: Washington - Singles - Main |
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| 1/32-finals | Gumy H. | Santoro F. | 1:2 (3:6, 6:3, 1:6) | details | 16.08.1999 |
 San Marino: San Marino - Singles - Main |
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| Quarter-finals | Marin J. | Gumy H. | 2:1 (4:6, 6:3, 6:2) | details | 12.08.1999 |
| 1/8-finals | Gumy H. | Gaudio G. | 2:1 (6:3, 4:6, 6:3) | details | 10.08.1999 |
| 1/16-finals | Calatrava A. | Gumy H. | 0:2 (4:6, 1:6) | details | 09.08.1999 |
| Austria: Kitzbuhel - Singles - Main |
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| 1/32-finals | Gumy H. | Schranz W. | 1:2 (4:6, 6:4, 5:7) | details | 26.07.1999 |
| Germany: Stuttgart - Singles - Main |
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| 1/16-finals | Rios M. | Gumy H. | 2:1 (62:7, 7:68, 6:0) | details | 21.07.1999 |
| 1/32-finals | Grosjean S. | Gumy H. | 0:2 (2:6, 1:6) | details | 19.07.1999 |
| Sweden: Bastad - Singles - Main |
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| 1/8-finals | Ruud C. | Gumy H. | 2:0 (6:2, 6:2) | details | 08.07.1999 |
| 1/16-finals | Gumy H. | Sanguinetti D. | 2:0 (6:2, 6:1) | details | 07.07.1999 |
| United Kingdom: Wimbledon - Singles - Main |
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| 1/64-finals | Enqvist T. | Gumy H. | 3:0 (6:1, 6:4, 7:62) | details | 29.06.1999 |
| Italy: Merano - Singles - Main |
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| 1/16-finals | Gaudenzi A. | Gumy H. | 2:0 (6:1, 6:3) | details | 07.06.1999 |
