Lindsay Flanagan And Her Younger Sister Kaylee Are Both Racing The Marathon Trials

In the past 20 months, veteran marathoner Lindsay Flanagan has cut her personal best by 2 minutes, twice. She won the 2022 Gold Coast Marathon in Australia in a course record of 2:24:43. In August, her 2:27:47 run placed her ninth overall, and first American, at the World Championships marathon in Budapest.

But one of her proudest moments came in the wee hours of December 3. Huddled over her phone in Adelaide, Australia—where she’d traveled for a few months to prepare for the upcoming Olympic Marathon Trials—Flanagan repeatedly refreshed the results of the California International Marathon.

Not long after 4 a.m. Lindsay’s time, her younger sister, Kaylee, crossed the finish line in 2:35:24—a nearly five-minute PR and her first Trials qualifying time. “I did not sleep at all that night,” Lindsay said. As both Kaylee’s sibling and her coach, “I was so invested.”

After promising high school running careers in Illinois, both Flanagans (no relation to Shalane) ran at the University of Washington, overlapping for a year. Now, they live across the street from each other in Boulder, Colorado, where they typically share miles at least once if not twice daily. Kaylee cheered Lindsay on in Budapest; afterward, they vacationed in Croatia.

They’ve spent the past few months, uncharacteristically, half a world apart, though Kaylee frequently pops by Lindsay’s house to water plants and make sure the pipes don’t freeze. But they’re reuniting in Florida, lining up together at the Trials.

The Flanagans aren’t the only siblings competing in Orlando on February 3; the field also includes brother and sister Kaylee and Austin Bogina and twins Isabel and Monica Hebner. But they’re unique in also being athlete and coach—Lindsay has guided Kaylee’s training for about two years.

And in her third Trials, Lindsay stands out as a top, if under-the-radar, pick to make the U.S. Team.

The Asics-sponsored runner, 33, does most of her workouts alone. Her coach is remote, and she has no training group or partner capturing evidence for Instagram. Yet out of the limelight, Lindsay has spent nearly a decade preparing for a moment just like this one. “Every workout, every season, every race cycle has been meticulously chosen,” Kaylee, 28, said of her sister. “Trust me, she will be one to watch out for in Orlando.”

A steady ascent

As close as they are, the two sisters forged different paths from college to the Trials. Lindsay made her marathon debut the January after graduating. At the 2015 Houston Marathon, she ran 2:33:12, good for ninth place and a slot in the 2016 Trials. On a hot day in Los Angeles the following February, she paused to vomit around the 21-mile mark, then finished 14th in 2:39:42.

Through 20-some marathons since—so many she’s lost count—she’s gradually, if quietly, established herself. Her next breakthrough came at the 2016 Frankfurt Marathon, where she finished fourth in 2:29:28. She notched top-10 finishes in Boston and Chicago in 2019, and headed into the 2020 Trials ranked 12th. That’s exactly where she finished, running 2:32:05.

Post-pandemic, she was coaching herself but seeking mentorship. Her agent connected her with Benita Willis, a four-time Olympian for Australia and gold medalist at the 2004 World Cross Country Championships. After an hour-long conversation, Lindsay realized she wanted Willis to fully take the reins of her training.

The pair became fast friends, and under Willis’s guidance, Lindsay is now even faster. She first lowered her personal best to 2:26:54 in April 2022 at the Paris Marathon. Next, Willis suggested Lindsay make her first Australian trip to run Gold Coast in July.

The race would give the pair the chance to meet in person for the first time, and with her victory, Lindsay had an opportunity that her coach, a 2:22:36 marathoner, had missed. “I ran big races, but I never won a marathon or broke a course record,” Willis said. “I wanted Lindsay to have that sort of experience well before the Olympic Trials.”

posted Friday January 26th
by Cindy Kuzma