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Thurs, 5/22@UK 9 a.m.
| Eric Quigley (12) South Oldham | |
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| Thurs, 5/22@UK 9 a.m. | |
Quigley, South Oldham, 6-0, 6-0 | |
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| Chris Ardery (10) Bowling Green | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Quigley, South Oldham 6-1, 6-0 | |
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| Wes Whitmer (8) Daviess Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
Tantiwong, Larue Co., 6-0, 6-0 | |
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| Prince Tantiwong (10) Larue Co. | |
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| Fri, 5/23@UK 10:30 a.m. | |
Quigley, South Oldham 6-0, 6-3 | |
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| Colby Shaw (11) Lexington Christian | |
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| Thurs, 5/22@UK 9 a.m. | |
Shaw, Lexington Christian 6-0, 6-0 | |
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| Jordan Denny (12) Garrard Co. | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Shaw, Lexington Christian 6-0, 6-2 | |
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| Jeremy Blum (10) DuPont Manual | |
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| Thurs, 5/22@UK 9 a.m. | |
Blum, DuPont Manual 6-3, 6-2 | |
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| Eric Morosa (10) Glasgow | |
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| Fri, 5/23@UK 2:30 p.m. | |
Quigley, South Oldham 6-2, 6-1 | |
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| Grant Roberts (10) Tates Creek | |
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u Thurs, 5/22@UK 9 a.m. |
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Roberts, Tates Creek 6-1, 6-1 | |
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| Dalton Thieneman (11) St. Xavier | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Roberts, Tates Creek 6-0, 6-1 | |
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| Dillon Watts (9) Knott Co. Central | |
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| Thurs, 5/22@UK 9 a.m. | |
Watts, Knott Co. Central 5-7, 6-4, 6-4 | |
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| Austin Colliver (9) Montgomery Co. | |
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| Fri, 5/23@UK 10:30 a.m. | |
Roberts, Tates Creek 6-4, 6-3 | |
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| Dean Tsamas (10) Henry Clay | |
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| Thurs, 5/22@UK 9 a.m. | |
Tsamas, Henry Clay 6-0, 6-0 | |
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| David Bush (6) Rose Hill Christian | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Tsamas, Henry Clay 6-0, 6-1 | |
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| Adam Brown (12) Franklin Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
McGrail, Henderson Co. 6-0, 6-0 | |
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| Matt McGrail (12) Henderson Co. | |
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| Sat, 5/24@UK 11 a.m. | |
Quigley, South Oldham 6-0, 6-1 | |||||||||
| Jimmy Roebker (10) Covington Catholic | |
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| Thurs, 5/22@UK 9 a.m. | |
Roebker, Covington Catholic 6-0, 6-0 | |
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| Cade Snodgrass (9) Butler Co. | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Roebker, Covington Catholic 6-0, 6-1 | |
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| John Harbold (12) Christian Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
Blevins, Central Hardin 6-1, 6-0 | |
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| Jacob Blevins (12) Central Hardin | |
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| Fri, 5/23@UK 10:30 a.m. | |
Roebker, Covington Catholic 4-6, 6-3, 7-6 (3) | |
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| Brian Bredniak (10) Lone Oak | |
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| Thurs, 5/22@UK 9 a.m. | |
Bredniak, Lone Oak 6-1, 6-2 | |
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| Taylor Jones (9) Corbin | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Bredniak, Lone Oak 6-3, 6-4 | |
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| Joseph Glass (12) Bourbon Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
Glass, Bourbon Co. 6-0, 6-1 | |
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| Derek Childers (11) Lee Co. | |
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| Fri, 5/23@UK 2:30 p.m. | |
Roebker, Covington Catholic 7-5, 6-2 | |
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| Will Davis (11) Kentucky Country Day | |
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| Thurs, 5/22@UK 9 a.m. | |
Will Davis, Ky. Country Day 6-0, 6-0 | |
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| Andrew Lewis (12) Morgan Co. | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Davis, Kentucky Country Day 6-0, 6-0 | |
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| David Theaker (11) Boyle Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
David Theaker, Boyle Co. 6-1, 6-0 | |
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| Patrick Duggan (11) Ashland Blazer | |
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| Fri, 5/23@UK 10:30 a.m. | |
Davis, Kentucky Country Day 5-7, 6-1, 6-1 | |
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| Nathan Martin (11) Lawrence Co. | |
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| Thurs, 5/22@UK 9 a.m. | |
Martin, Lawrence Co. 6-0, 6-0 | |
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| Tyler Olinger (12) Hazard | |
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| Thurs, 5/22@UK 2:15 p.m. | |
Martin, Lawrence Co. 6-2, 6-1 | |
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| William Tan (7) Whitley Co. | |
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| Thurs, 5/22@UK 10:15 a.m. | |
Tan, Whitley Co. 6-1, 6-3 | |
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| Chase Bates (8) Russell | |
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