Flash-sideways Timeline
(Oceanic Flight 815 lands at LAX)

Donald Lawrence Reynolds was the principal of the Washington Tustin High School, at which Dr. Benjamin Linus and Leslie Arzt worked in the flash sideways timeline and where John Locke also appeared as a substitute teacher. Reynolds seemed to have a chilly relationship with Dr. Linus, dismissing the importance of the "History Club" that Ben ran and forcing Ben to oversee afternoon detentions instead.

After learning of an extra-marital affair that occurred on school property between Don and the school nurse, Ben threatened to report Don to the school board. During a confrontation in Don's office, Ben showed the principal printouts of indecent email exchanges (proof of the affair). He suggested that Don resign and nominate Ben as his replacement. Don, however, countered by threatening to write a scathing letter of recommendation for Alex Rousseau, one of Ben's favorite students, who had asked Don for a letter to Yale University, his alma mater. Ultimately, Ben decided against reporting Don in exchange for a positive letter on Alex's behalf, and Don retained his position as principal. ("Dr. Linus")