Winston Churchill currently has 4 ranked runners. That is 5 less than the previous highest number of ranked runners in a season for this school: 9 in 2018, 2021. Winston Churchill has accumulated 13 total athlete-weeks this season, which is 77 athlete-weeks behind the previous school seasonal high of 90 athlete-weeks in 2017. By Week 2, Winston Churchill has 8 athlete-weeks, which is 8 athlete-weeks behind this school's previous best through Week 2: 16 athlete-weeks in 2021.
The current highest ranked runner for this school is Jaylen Shah. This 11th grade athlete is ranked #33 as of the Week 2 2026 ranking. That ranks 32 places behind the all-time highest ranked runners from this school: Santiago Gutierrez in 2025; Nathaniel Swanson in 2024; Will Conway in 2011, #1. This puts Jaylen Shah in the top 55% of all athletes ever ranked from Winston Churchill. The current highest point total for this school is 53, by Jaylen Shah. That is 158 points behind the previous school best point total: Santiago Gutierrez in 2025, 211 points, which puts Jaylen Shah in the top 58.8% of all athletes ever ranked from Winston Churchill by point total. Among current ranked athletes, Krish Sood has the most weeks ranked with 15 weeks. That is 25 weeks behind the school record of 40 weeks, held by David Fitzgerald in 2014. This puts Krish Sood in the top 37.5% of all athletes ever ranked from Winston Churchill by total weeks ranked.
| Current Ranked Runners | 4 ranked runners |
| School Best | 9 in 2018, 2021 |
| Current Total Athlete-Weeks | 13 athlete-weeks |
| School Bests | 90 athlete-weeks in 2017 |
| Current Highest Ranked Runner | Jaylen Shah - Grade 11, Ranked #33. |
| School Best | Santiago Gutierrez in 2025; Nathaniel Swanson in 2024; Will Conway in 2011, Ranked #1 |
| Current Highest Point Total | Jaylen Shah - 53 points |
| School Best | Santiago Gutierrez in 2025, 211 points |
| Current Most Weeks Ranked | Krish Sood - 15 weeks |
| School Best | David Fitzgerald in 2014 - 40 weeks |