| 9/26–28 | 2014 USTA/ITA Midwest Regional | Round of 64 | Josh Stainer | L 5-8 | Sam Cychosz / Isaiah Mayerchak |
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| 1/31 | North Central (MN) | No. 1 | Josh Stainer | W 8-0 | Joshua Lee / Alex Bird |
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| 2/1 | at Carleton | No. 1 | Josh Stainer | L 2-8 | Andrew Hwang / Erik Johnson |
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| 2/7 | vs. Hamline | No. 1 | Josh Stainer | W 8-2 | David Yanagita / Cody Jahrig |
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| 2/8 | at Concordia-Moorhead | No. 1 | Josh Stainer | L 5-8 | Isaac Toivonen / Zach Zitur |
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| 2/21 | vs. St. Olaf | No. 1 | Josh Stainer | W 9-7 | Stephan Nolan / Joey Kronzer |
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| 2/27 | Ripon | No. 1 | Josh Stainer | W 8-3 | Eric Seiler / Lincoln Wurtz |
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| 2/27 | at UW-Eau Claire | No. 1 | Josh Stainer | L 4-8 | Kyle Hoffmann / Andrew Dahl |
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| 3/1 | vs. UW-La Crosse | No. 1 | Josh Stainer | W 9-8 (8-6) | Peter Stadum / Tony Mirasola |
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| 3/8 | vs. Saint Ambrose | No. 1 | Josh Stainer | W 8-4 | Mitchell Schumacher / Bryan Espinosa |
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| 3/8 | vs. Illinois Wesleyan | No. 1 | Josh Stainer | L 4-8 | George Alex / Martijn van Dooren |
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| 3/9 | vs. Monmouth | No. 1 | Josh Stainer | W 8-1 | Derek Rineberg / Marco Franco |
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| 3/11 | vs. Berry | No. 1 | Josh Stainer | L 4-8 | Inigo Flores / Logan Yerbey |
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| 3/11 | vs. Wittenberg | No. 1 | Josh Stainer | W 8-3 | Alexey Topolyanskiy / Akbar Tiwana |
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| 3/21 | at Gustavus Adolphus | No. 1 | Josh Stainer | L 7-9 | Motasem Al-Houni / Andres Saenz |
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| 3/21 | at North Central (MN) | No. 1 | Josh Stainer | W 8-0 | Ian Bird / Alex Bird |
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| 3/28 | Northwestern (MN) | No. 1 | Josh Stainer | W 8-2 | CJ Lloyd / Brett Jacobus |
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| 4/18 | Martin Luther | No. 1 | Logan Engelstad | W 8-1 | Kris Kuschel / Ethan Schultz |
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| 4/19 | at Saint John's | No. 1 | Josh Stainer | L 5-8 | Jack Hansen / Andrew Nagel |
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| 4/24 | Bethany Lutheran | No. 1 | Josh Stainer | W 8-2 | Jacob Kubler / Carter Dahl |
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| 4/25 | at Northwestern (MN) | No. 1 | Josh Stainer | W 8-3 | CJ Lloyd / Brett Jacobus |
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| 5/1 | vs. Minnesota Morris | No. 1 | Josh Stainer | W 8-1 | Alex Wilson / Michael Maudal |
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| 5/2 | vs. Northwestern (MN) | No. 1 | Josh Stainer | W 8-6 | CJ Lloyd / Brett Jacobus |
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