2013-14: Second Varsity Eight Boat of the Week (4/16, 4/23)...He took third place with the Second Varsity Eight Boat “A” at the Knecht Cup on April 12. The crew finished their heat in first place, and went on to finish in the Grand Finals with a time of 6:11.98, placing ahead of Bucknell, Delaware Lwt, and Trinity. As the Red Foxes retained the President’s Cup this season, Woolley competed with the Second Varsity Eight and the Varsity Four. The Second Varsity Eight took first place with a time of 5:02.00, while the Varsity Four “B” Boat claimed first place for Marist with a time of 5:31.00. The Red Foxes claimed their 13th consecutive MAAC Championship title, as he and the Second Varsity Eight claimed a first-place finish, posting a time of 6:00.23 to edge Jacksonville by just two seconds. At the New York State Championships, Woolley and the Second Varsity Eight had a successful day in the finals, placing second with a time of 6:39.12. To close out the season, Marist placed seventh at the ECAC Championships, where the Second Varsity Eight placed fourth in the Grand Finals with a time of 6:08.739.
2012-13: All-MAAC Men's Varsity Eight Boat of the Year. MAAC Men’s Varsity Eight Boat of the Week (4/2, 4/9, 4/16), MAAC Men's Varsity Four Boat of the Week (4/9) - In the first race of the spring, the Varsity Eight came out victorious by a margin of just 1.1 seconds… The Red Foxes’ Varsity Four boat won its race on at the Sacred Heart Invitational by nearly nine seconds, finishing ahead of Iona with a time of 6:53.4, while the Varsity Eight Boat finished either first or second in both of its races. The boat finished second in its race on Saturday, April 6, just 2.2 seconds behind the first-place boat from Trinity, finishing in a time of 5:41.9...They were a full 19 seconds ahead of the USCGA in third place...At the Sacred Heart Invitational on Sunday, April 7, the same squad led the way, finishing in a time of 5:39.4, as Marist took the top three spots… The men’s Varsity Eight boat took sixth place out of 18 boats at the Knecht Cup, advancing to the finals by finishing third in both their first head and semifinal race...Marist improved its time by more than 10 seconds, advancing to the finals by just .66 seconds ahead of Mercyhurst, who beat them in the first race...In the Grand Final event, Marist finished sixth in a time of 6:06.05, less than two seconds by the boat from Trinity and less than 10 seconds behind the winner, Drexel…The Marist Varsity Eight boat tied with Jacksonville for the All-MAAC honors as the best varsity eight squad in the conference.
2011-12: All-MAAC Men's Varsity Eight Boat of the Year, All-MAAC Academic, Men’s Varsity Eight Boat of the Week (4/3) - finished just five seconds behind Trinity and 56 seconds ahead of UConn with a time of 6:09.7 on Saturday, March 31...The next day, they won their race by a full 20 seconds over Iona with a time of 6:26.4… At the Knecht Cup, The Men's Varsity Eight finished fourth overall out of 17 boats with a time of 5:55.55 in the final, placing ahead of St. Joseph's and LaSalle..They improved on their time in the semifinals by three seconds.
Prior to Marist: Wooley started rowing for his high school team in his junior year (2009)...He competed for the the Varsity Eight and was awarded the Coach's Award...He then switched to a club team, River Rowing, in his senior year of high school (2010), rowing in both the fall and the spring...The spring of 2010, Woolley was the New York State Men's Senior 2x Champion...He was also awarded the Coach's Award that year while also being voted team captain.