| Bratislava challenger | Round | Result | H | A | 
		
			| 11.11. |  | Pashanski B. - Grozdanov T. | Q-1R | 6-3, 6-3 |  |  | 
		
			| Geneva challenger | Round | Result | H | A | 
		
			| 05.11. |  | Baumann M. - Grozdanov T. | Q-1R | 6-1, 6-2 |  |  | 
		
			| Eckental challenger | Round | Result | H | A | 
		
			| 29.10. |  | Oswald P. - Grozdanov T. | Q-1R | 7-5, 6-3 |  |  | 
		
			| Szczecin challenger | Round | Result | H | A | 
		
			| 14.09. |  | Munoz-De La Nava D. - Grozdanov T. | R16 | 6-2, 6-1 | 1.27 | 3.43 | 
		
			| 12.09. |  | Grozdanov T. - Hanescu V. | 1R | 6-4, 3-6, 6-1 | 8.56 | 1.05 | 
		
			| 11.09. |  | Grozdanov T. - Rumyantsev A. | Q-QF | 6-3, 7-5 | 3.75 | 1.25 | 
		
			| 10.09. |  | Grozdanov T. - Kovalik J. | Q-R16 | 6-3, 6-4 |  |  | 
		
			| 09.09. |  | Grozdanov T. - Chramosta L. | Q-1R | 6-4, 6-4 |  |  | 
		
			| Futures 2011 | Round | Result | H | A | 
		
			| 02.09. |  | Sieber M. - Grozdanov T. | SF | 6-1, 6-0 |  |  | 
		
			| 01.09. |  | Grozdanov T. - Pazicky M. | QF | 7-63, 65-7, 6-4 |  |  | 
		
			| 31.08. |  | Grozdanov T. - Kloimullner C. | R16 | 7-5, 1-6, 6-3 |  |  | 
		
			| 30.08. |  | Grozdanov T. - Neuchrist M. | 1R | 7-5, 6-0 |  |  | 
		
			| 29.08. |  | Grozdanov T. - Kesthely S. | Q-R16 | 6-0, 6-3 |  |  | 
		
			| 28.08. |  | Grozdanov T. - Hrabec T. | Q-2R | 6-4, 2-6, 6-0 |  |  | 
		
			| 23.08. |  | Dimov V. - Grozdanov T. | 1R | 3-6, 7-5, 6-0 |  |  | 
		
			| 17.08. |  | Bjelica I. - Grozdanov T. | R16 | 6-3, 1-6, 6-4 |  |  | 
		
			| 16.08. |  | Grozdanov T. - Renault Y. | 1R | 6-2, 6-3 |  |  | 
		
			| 28.06. |  | Tosic G. - Grozdanov T. | 1R | 6-4, 6-3 |  |  | 
		
			| 18.05. |  | Westerhof B. - Grozdanov T. | R16 | 7-5, 7-66 |  |  | 
		
			| 17.05. |  | Grozdanov T. - Neykov A. | 1R | 6-1, 6-4 |  |  | 
		
			| 12.05. |  | Anagnastopol V. - Grozdanov T. | QF | 6-4, 6-1 |  |  | 
		
			| 11.05. |  | Grozdanov T. - Eremin E. | R16 | 6-4, 6-2 |  |  | 
		
			| 10.05. |  | Grozdanov T. - Lebedev I. | 1R | 3-6, 6-1, 6-1 |  |  | 
		
			| 07.05. |  | Michon A. - Grozdanov T. | F | 6-7, 6-3, 6-1 |  |  | 
		
			| 06.05. |  | Grozdanov T. - Zekic M. | SF | 6-3, 4-6, 7-65 |  |  | 
		
			| 05.05. |  | Grozdanov T. - Savulescu A. | QF | 6-4, 5-7, 6-4 |  |  | 
		
			| 04.05. |  | Grozdanov T. - Gawron M. | R16 | 6-3, 4-6, 6-4 |  |  | 
		
			| 03.05. |  | Grozdanov T. - Kuzmanov D. | 1R | 6-2, 6-1 |  |  | 
		
			| 22.03. |  | Marcan D. - Grozdanov T. | 1R | 6-1, 6-3 |  |  | 
		
			| 15.03. |  | Giannessi A. - Grozdanov T. | 1R | 6-3, 2-6, 6-2 |  |  | 
		
			| 08.03. |  | Sabau R. - Grozdanov T. | 1R | 7-5, 6-1 |  |  | 
		
			| 22.02. |  | Mektic N. - Grozdanov T. | 1R | 7-66, 6-2 |  |  | 
		
			| 22.02. |  | Grozdanov T. - Krawietz K. | Q-R16 | 7-5, 7-63 |  |  | 
		
			| 21.02. |  | Grozdanov T. - Jovanovic O. | Q-2R | 6-2, 6-0 |  |  | 
		
			| 20.02. |  | Grozdanov T. - Mijacevic M. | Q-1R | 6-1, 6-4 |  |  | 
		
			| 26.01. |  | Panfil G. - Grozdanov T. | R16 | 6-2, 6-3 |  |  | 
		
			| 25.01. |  | Grozdanov T. - Brkic T. | 1R | 4-6, 6-3, 6-4 |  |  | 
		
			| 19.01. |  | Lajovic D. - Grozdanov T. | R16 | 7-5, 6-2 |  |  | 
		
			| 18.01. |  | Grozdanov T. - Durmus D. | 1R | 6-2, 6-2 |  |  | 
		
			| 12.01. |  | Bedene A. - Grozdanov T. | R16 | 6-3, 7-65 |  |  | 
		
			| 11.01. |  | Grozdanov T. - Molchanov D. | 1R | 4-6, 7-5, 6-2 |  |  |