As a Senior (2013-2014)
• Helped lead team to a first-place finish at the 64th Nevins Trophy regatta with a first-place finish in division-A with 44 points
• Eighth-place finish in division-C with 149 points at the Navy Fall Intersectional to help lead team to a fifth-place finish

As a Junior (2012-13)

• Finalist for Youth America's Cup team
• ICSA All-America (skipper)
• Competed in 14 races, including two singlehanded events
• Helped Cardinal sweep spring PCCSC championships for program’s first No. 1 ranking
• Second in B-Division, sixth overall at ICSA Coed National Championship
• Sixth at ICSA Team National Championship
• Part of Cardinal’s first-ever semifinal victory at ICSA Coed National Championship semifinals
• Led Stanford to program’s first-ever No. 1 ranking with win at ICSA Coed National Championship semifinals
• First at PCCSC Coed Championship
• First at PCCSA Team Championship
• First at Admiral’s Cup
• Second at Southern New England Team Race (11-5)
• Won Aaron Szambecki Team Race (11-3)
• Won St. Mary’s Team Race (12-2)
• Sixth at ICSA Men’s Singlehanded Championship
• First at fall PCCSC Singlehanded Championship
• Won fall PCCSC Dinghy Championship, first in A-Division alongside Haley Kirk
• Won fall PCCSC Coed Championship as team posted 77 points

As a Sophomore (2011-12)
• ICSA All-America (coed skipper)
• All-PCCSC (skipper)
• Skippered eight events
• Part of conference-first six league titles during academic year, winning spring team and coed titles
• Eighth at ICSA Team National Championship
• Eighth at ICSA Coed National Championship with Haley Kirk at crew (B-Division)
• Third at ICSA National Championship semifinals, sailing in B-Division with second-best divisional score
• National Sailor of the Week with Kirk after winning PCCSC coed title (won five of six races)
• Won Big Sail, going 2-0 against Cal on the San Francisco Bay
• Third at St. Mary's Team Race (21-9)
• Second at Boston Cup, winning C-Division with Kirk (14 top-five finishes in 18 races)

As a Freshman (2010-11)
• Skippered eight regattas with two wins
• Eighth at ICSA Team National Championship
• 13th at ICSA Coed National Championship
• First at PCCSC Men's Singlehanded Two-Day (finished first in seven of 14 races)
• Won B-Division with first-place finish at PCCSC Coed Championship
• Won C-Division with second-place finish at fall PCCSC Dinghy Championship

The Toole File
• Competed for the United States at 2010 49er Europeans
• Competed for the United States at 2009 29 World Championships
• Competed for the United States at 2009 420 World Championships
• Competed at 2007 ISAF Youth World Championships
• Competed at 2006 Radial Youth World Championships
• Son of Pat and Beverly Toole
• Older sister, Aubrey, sailed at Cal
• Majoring in engineering