Jenny Simpson will go down in the annals of American running as one of the greatest of all time. No question about it.

So as she approaches what is likely the last elite-level race of her long and storied career at the November 3 New York City Marathon, she has nothing to prove, no one to impress, and no specific performance goal that she needs to attain to secure her legacy.

As a four-time global championship medalist in the 1500 meters—including a victory in the 2011 World Championships in Daegu, South Korea, Diamond League title in 2014, and bronze medal at the 2016 Rio Olympics—Simpson has long been destined to go down as one of the best runners in U.S. history.

Add to that three Olympic appearances, 11 U.S. titles, three NCAA championships, eight top-10 finishes in international championships, eight Fifth Avenue Mile victories, six NCAA records (in six different events), and two American records (in the 3,000-meter steeplechase), and Simpson will rank among American legends for decades to come.

The fact that she’s been earnestly training to finish her career with a strong marathon performance in New York City epitomizes much of what the 38-year-old runner from Boulder, Colorado, has been about during her 20-year career. She’s not necessarily going out on top—that, she says, would have entailed making the U.S. Olympic team in the marathon for the Paris Olympic Games. But she is going out on her terms: focused, tenacious, and relentless to the end. It’s an opportunity afforded to few athletes, and even fewer distance runners.

RELATED: New York City Marathon 2024: What You Need to Know

“When I say I’m feeling good, it’s that I’m really excited for New York and I feel like I have a really, really good sense about my ability to run well,” she says. “I’m not going into it saying I’m gonna set the world on fire and be the top American or run 2:25 on that course. But I just know as good as I feel and as good as the training has gone, I know I’m capable of having a good day, and, most importantly, I have peace about it all.”

But as this chapter of life closes for Simpson, another very exciting one is about to begin, and that one will include quite a bit of running, too. She and her husband, Jason, are planning to embark on a year-long tour of the U.S. in 2025 that will take them—and their two Jack Russell Terriers, Truman and Barkley—to all 50 states while living out a van-life adventure focused on immersing in America’s thriving running culture.

From participating in races and visiting national parks to running iconic routes like Rim to Rim across the Grand Canyon and discovering hidden trails, Jenny and Jason have said their goal is to capture the heartwarming and inspiring essence of the country through the eyes of runners.

“We want to experience the beauty of this country firsthand, meet the incredible people who call it home, and celebrate everything that makes the U.S. so special,” says Jenny Simpson, who has represented the U.S. on the world stage for nearly two decades. “Through this journey, we hope to show that America’s beauty is not just in its landmarks, but in its people and the unique places they live, run, and explore.”

Out of the Ashes

In December of 2021, a devastating wildfire ripped through the south end of Boulder County—including the communities of Marshall, Louisville, and Superior, where it burned more than 1,084 homes and killed two residents and more than 900 pets. Miraculously, it didn’t burn the Simpson’s house—a restored circa-1900 schoolhouse they bought several years ago that was less than a half mile from the fire’s origin—but the house did incur significant smoke damage that needed mitigating.

The Simpsons were displaced and spent several months living in an apartment with little furniture, which forced them to live a rather spartan lifestyle. While Jason was still able to work as a creative director for a design firm, Jenny’s contract hadn’t been renewed by New Balance, and she wasn’t sure what the future held.

During that time, she had been doing a weekly call with her sister, Emily, and Jason’s sister, Annie, to discuss the book Designing Your Life: How to Build a Well-Lived, Joyful Life, a guide aimed at helping people to reimagine their professional and personal lives. It was through those discussions that Jenny came up with an idea of buying a Winnebago so she and Jason could drive around the country with Truman, who they rescued in 2020 just before the Covid lockdown. (They got Barkley about three years later.)

“My idea was that we can just drive around America and see the place that I’ve had stamped across my chest on my Team USA gear all these years,” she says. “I have been on Team USA, but I really want to know what that means. I’ve raced in some amazing places all around the world, but I really haven’t seen much of our own country. I want to go see the places and the people that I haven’t seen. And then I had this idea of doing a 50 states, 50 weeks tour.”

Jenny told Jason about the idea and he was interested from the start, but it was initially just a fun distraction while Jenny was battling injuries. Jason was so intrigued, though, that he started searching for information about vans online and indulging in YouTube content from a variety of van-life influencers. Eventually, Jenny was healthy and racing on the roads for Puma, ultimately with a quest to qualify for the 2024 U.S. Olympic Trials Marathon.

A year later, they were still casually talking about the enticing “what if” possibilities of owning a van.

“So by 2023, we were like, ‘What do these vans look like? What do they cost? What kind of different layouts are best?” says Jason, 40, a 20-time marathoner with a 2:18:44 personal best. “And then I got really into the travel influencer YouTube videos and at some point told Jenny, ‘Hey, let’s just go look at them.’ And that led to looking at the timelines of: if we were to do this in 2024 or 2025, what would it take? It takes like a long time to build out the vans, and we are definitely not build-it-yourself van people.”

RELATED: How Running Can Help and Inspire Us All

On Her Own Terms 

Perhaps the most impressive aspect of Simpson’s career has been her consistency. She qualified for every U.S. national team on the track between 2007 and 2019. Not only did she put in the work and remain virtually injury-free during that time, but she also raced fiercely and rose to the occasion every single time without a single hiccup in any of her preliminary races. (She also made it to the 1500-meter final of the Covid-delayed U.S. Olympic Trials in 2021 at age 35 after what she admitted was a rough gap in competition during the pandemic.)

For most of that time, she was coached by her University of Colorado coaches Mark Wetmore and Heather Burroughs. They continued coaching her as she transitioned to road running over the past three years and ultimately to the build-up to the 2024 U.S. Olympic Trials Marathon in Orlando, Florida. Although she had brief moments of success on the roads—finishing second in the U.S. 10-mile championship in 2021 and turning in a solid ninth-place, 1:10:35 effort in the Houston Half Marathon in 2023—the first injuries of her career disrupted her training and delayed her debut at 26.2 miles until the Olympic Trials.

Over the past three years, continuing to adhere to the rigid lifestyle needed to keep racing competitively was increasingly met at an internal crossroads of wondering when it would feel OK to retire and move on in life and what that would look like.

“Running the Olympics Trials and then running Boston, I would say those were not successful outings,” Simpson says. “I did the best that I could and I got as prepared as I could, but they weren’t what I had hoped for, neither of them were what I’m capable of. I’m really proud of how I ran in Boston because I ran entirely alone after mile 3, but that’s not how I wanted to end my career.”

After Boston, Jenny still wasn’t ready to retire. But she’d heard the chatter that suggested she could give up the ghost and not try to remain competitive on the roads, knowing her legacy was already secure. After she took some time off to recover and reflect, she knew she wanted to get back into training and target one more race on the biggest stage and settled on the New York City Marathon.

She parted ways with Wetmore and Burroughs in the spring and decided to train on her own, although she’s continually received subtle guidance from Jason, who qualified for and raced in the 2020 U.S. Olympic Trials in Atlanta. Although he has imparted bits of knowledge to help keep her balanced, Simpson has been following a training plan in her marathon buildup that she designed.

From Best in the U.S. to Across the U.S.

Casual interest in buying a van led to more in-depth investigation and, after what was an otherwise random training run on the dirt roads north of Denver last year, they passed an RV sales lot and decided to take a look. One thing led to another and they put down a small, refundable deposit that would hold a fully appointed 23-foot Winnebago Ekko during what was expected to be nearly a year-long wait until it was built and delivered.

Fast forward to 2024 and Jenny made her marathon debut on February 3 in Orlando, but it didn’t go at all as she had hoped. She had been running among the top 20 early in the race but  eventually dropped out at mile 18. She returned 10 weeks later to run a respectable Boston Marathon in mid-April (she placed 18th overall in 2:31:39 and was the fourth American finisher), and although her effort was commensurate with her inner drive—and some degree of success felt good—she still wasn’t ready to call it a career.

Finally, in April, several days before they were going to travel to Boston, the RV dealership called and told them the van had arrived and they had a week to consider buying it. At that point, Jenny was eager to run Boston to make amends for her Olympic Trials experience, but she was also physically and emotionally fried.

“And I was like, we’re doing it,” she says. “It was the perfect time in the perfect year. Because I was like, ‘I’ve got to get out of here. I’ve got to be done.’ It was killing me. I actually might perish in the middle of the Boston Marathon. I just was so burnt out, and so it was the perfect time for them to call and essentially say, ‘Do you want to drive away into the sunset?’ And I was like, ‘Yes, I do. I really do.’” 

Two days after the Boston Marathon, they paid the remainder of the balance on the van and picked it up, immediately sending them into daydreaming mode about where they wanted to go.

Although their plans are still being formulated, they intend to rent their house and hit the road with the charming dogs in January, officially starting their “Jenny and Jason Run USA” tour in Florida. Along the way, they plan to see numerous sights, host or join at least one fun run in every state, promote dog adoptions by publicizing local humane societies, and create a wide range of engaging social media content on their Instagram, Facebook, and YouTube accounts along the way. Given that their longest stint in the van so far was the six-day trip they took to the Grand Tetons and Yellowstone National Park in Wyoming early last summer, they know they’re going to have to learn on the fly and continually adapt. But that’s what an adventure is all about.

“I’ve been nothing but focused on running New York, but I am excited about what’s next,” Jenny said this week. “As I have been tiptoeing toward the idea of being retired from professional running, I don’t know that I’m going to be really great at it or that it’s going to come easily for me. That’s why it’s so wonderful to have a partner in life like Jason because I think he sees that, too. So our goal is to create a lot of time and space to figure that out. I think the year will be kind of interesting and fun and wild and I really don’t know how it’ll end up, and I think that’s really good.”

Approaching the End … and a Beginning

Simpson admits her post-Boston malaise contributed to her having an inconsistent summer of training, in part because she was listening to voices that suggested she should relax and not be so rigid in her approach. When she showed up to run the Beach to Beacon 10K in Cape Elizabeth, Maine, on August 3, she admits she wasn’t very fit, and, as a result, finished a distant 12th in 34:30.

“My Beach to Beacon race was just so bad that it was like validation to me that caring less and trying less doesn’t work for me ever in anything,” she said. “I’m just not that person. It works for some people, but that’s not who I am. I used to joke that when you show up to the track and someone asks, ‘How do you feel?’ I always thought to myself it doesn’t matter how I feel. It’s about doing the work. I always feel like it’s execution over emotion for me all the time and that I have a job to do. I know who I am and I know how I operate, and how I operate is great.”

Simpson got back to work immediately after that race, ramping up her weekly mileage to the 100-mile range in the high altitude environs of Colorado. She says she’s done more than half of her long runs between 8,500 and 10,500 feet, including runs on Magnolia Road above Boulder, Golden Gate Canyon State Park near Golden, and even a loop around the paved Mineral Belt Trail in Leadville.

Her return to rigidity and improved fitness helped bring mental clarity that not only convinced her that she’d be ready to run a strong marathon in New York City, but also brought the revelation that she was ready to admit it was her last race knowing it would allow her to retire on her own terms.

Two months after feeling flat in the 10K, she won the Wineglass Half Marathon on October 5 in Corning, New York, running a near-PR of 1:10:50 (5:24 per-mile pace) as she ran stride-for-stride to the finish line with Jason. (She broke the women’s finisher’s tape for the win, while he ran slightly to the side as the 12th-place men’s finisher and 13th overall.) Now she’s likely in sub-2:30 marathon shape, even though the hilly New York City Marathon course is as equally challenging as Boston in its own way. Jason, meanwhile, will race in the Abbott Dash to the Finish Line 5K the day before the marathon, not only so he can track Jenny on Sunday and meet her at the finish line, but also because he’s running the California International Marathon on December 8.

2025 and Beyond

Simpson arrived in New York City on October 30 healthy, happy, and ready to run hard—definitely not the feeling of holding on for dear life that she felt going into the Olympic Trials and the Boston Marathon. She says she couldn’t be more excited to run through the city’s five boroughs to the finish line in Central Park that she hopes will come with a satisfying result, as well as the beginning of closure to her star-spangled career.

Who knows what’s next after that—Coaching? Law school? A corporate career with a shoe brand? The world seems to be her oyster, but for the time being the cross-country tour might be just what she needs most. She’s excited to detach a bit from the rigid schedule and identity she’s clung to for the past 20 years and enjoy the freedom of the open road. She knows it will be a complete departure from the essence of what she’s all about, and to that point, she’ll likely dig into planning and scheduling early next week even before she recovers from the marathon.

Although she admits she was intrigued while watching some of the top runners finish the Leadville Trail 100 this summer, she says she’s decidedly not interested in running ultras. (However, Jason might be, and Jenny says she’s been keen to pace and crew him.) She might get more into trail running, something she did a little bit early in her University of Colorado career. Or she might even return to road running, but she’s not thinking that far ahead. For now, she’s focused on racing in New York and then continuing to run in 2025—on the magical mystery tour that awaits—and beyond.

“I feel a lot of peace about it, but it’s not like I’m over running. I want to retire so I can do more running and to explore the beautiful country I raced for,” she says. “I wanted to be world class at the marathon, and I’m not. I gave it a good try, and now it’s time to try something else, and I just feel really good about it.”