| 10/2 | 2009 Midwest ITA Tennis Tournament | Round of 64 | Tucker Combs | L 2-8 | Jeffrey Lotz / Sammy Ramoni |
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| 2/6 | University of St. Thomas | No. 2 | Tucker Combs | L 4-8 | Brendan O'Connell / Kevin Walker |
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| 2/7 | at Hamline University | No. 2 | Tucker Combs | L 6-8 | Bernard Mitambo / Sam Teitelbaum |
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| 2/20 | Saint John's University | No. 1 | Dillon Sterle | L 1-8 | Luke Odegaard / Ian Hansen |
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| 2/27 | at St. Cloud State | No. 2 | Joe Vidmar | L 3-8 | Jeremy Thompson / Kevin Bauleke |
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| 3/15 | vs. Saint Ambrose | No. 1 | Dillon Sterle | L 8-9 | Luke Ebener / Michael Medchill |
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| 3/15 | vs. Augustana College (S.D.) | No. 2 | Joe Vidmar | L 2-8 | Dillon Karras / Neal Gregerson |
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| 3/16 | vs. UW-La Crosse | No. 1 | Dillon Sterle | L 1-8 | Nick Piotrowski / Joey Van Lieshout |
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| 3/18 | vs. Springfield | No. 1 | Dillon Sterle | L 1-8 | Trevor Romanzi / Tim Tunis |
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| 3/19 | vs. Franklin & Marshall | No. 1 | Dillon Sterle | W 8-6 | Peter Bookman / Ross Silverberg |
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| 3/26 | at Northwestern | No. 1 | Dillon Sterle | L 8-9 (4-7) | Jeremiah Schneck / Keagen Blancke |
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| 3/27 | at Bethany Lutheran | No. 2 | Kevin Hilpert | W 8-0 | Paul Korabandi / Peter Vue |
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| 3/27 | vs. North Central University | No. 2 | Kevin Hilpert | W 8-0 | Mike Svoboda / Dan Risdall |
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| 4/10 | at Martin Luther | No. 1 | Dillon Sterle | W 8-5 | Scott Henrich / Paul Koester |
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| 4/11 | vs. Luther College | No. 1 | Dillon Sterle | L 0-8 | Max Busch / Utsab Rijal |
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| 4/16 | North Central University | No. 2 | Kevin Hilpert | W 8-0 | Mike Svoboda / Dan Risdall |
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| 4/17 | Northwestern | No. 1 | Dillon Sterle | L 5-8 | Caleb Kauss / Jeremiah Schneck |
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| 4/17 | Martin Luther | No. 1 | Dillon Sterle | W 8-3 | Scott Henrich / Paul Koestler |
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| 4/18 | Minnesota-Morris | No. 1 | Dillon Sterle | W 8-2 | Geoffrey Giraud / Daniel Fragodt |
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| 4/25 | at UW-Eau Claire | No. 1 | Dillon Sterle | L 4-8 | Phil Loprinzi / Kevin Fawcett |
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| 5/7–8 | 2010 UMAC Men's Tennis Tournament | Semifinal | Dillon Sterle | W 8-4 | Geoffrey Giraud / Daniel Fragodt |
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| 5/7–8 | 2010 UMAC Men's Tennis Tournament | Consolation | Dillon Sterle | W 9-7 | Caleb Kauss / Jeremiah Schneck |
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