Anthony DeMaio, head of U.S. sales at Bloomberg Media, talks about running a 100-mile ultramarathon. After dropping out after more than 85 miles the first time he attempted the race, he completed it on his second attempt, in 97-degree weather. "Life and running have similarities," he says. "They're about peaks and valleys, about being in the hole and coming out if it. If you keep moving, you're going to feel better." DeMaio also weighs in on his love of Madonna and the importance of maintaining ties with family and friends even in the middle of intense training.

Dave Snyder, chief creative officer at Firstborn, talks about his lifelong love of skateboarding and his new role as a skater dad to an 8-year-old with sponsorships. Skating "forces you to see the environment different and use it differently," he says. He also tells the story of how he got a gnarly scar and weighs in on Donald Trump's golf skills and people who ride longboards.

John Dokes, chief content officer at AccuWeather and president of the AccuWeather TV network, is also a jazz singer with three albums to his name. He has a standing gig each week with a 10-piece big band and also performs with a quintet. Dokes also weighs in on what's next for his musical career, Black Panther's wedding and that time an accurate weather forecast saved Eddie Vedder's life.

Neal Arthur, managing director of Wieden & Kennedy New York, shares stories of his time as a sex ed teacher at a Catholic school. "There's a weird sort of faux confidence in 8th grade that you have to have to make it," he says. "You walk around acting like you've got it all figured out, yet you know nothing." He also weighs in on his love of Nike's "Mars Blackmon" ads and admits that he doesn't like The Beatles or one particular Golden Girl.

Harris Beber, CMO at Vimeo, talks about the benefits of getting up before dawn and tackling physical tasks that feel impossible. Though he's perpetually sleep deprived, it gives him more time to spend with his family late at night or to work out on his own schedule. Beber also weighs in on long-distance biking through New York City, dealing with his attention deficit disorder and his love of Mondays.

John Patroulis, worldwide chief creative officer at Grey, talks about niche and counterculture topics that have captured his attention over the years, like hypnosis and the atonal musical creations of Jandek. He also gives a rundown of his odd jobs, like window-breaker and night watchman, names shades of gray and weighs in on movies he knows he never needs to see.

Dhanusha Sivajee, CMO at The Knot Worldwide, talks about her love of themed costume parties. She and her husband have held masquerade balls, prohibition bashes and '80s parties. She also plays wedding matchmaker, learns new lingo for getting drunk and explains why she likes people who tell it like it is.

Greg Hahn, CCO at BBDO New York, talk about 'mindhacking.' "It's about how you approach problems and solve them, and how you can do it by thinking about them differently," he says. He also weighs in on his love for '80s guitar shredding and the disaster epic "Chernobyl" and his hatred of bees.

Melissa Hobley, CMO at OKCupid, describes the obstacles facing people who are undergoing in vitro fertilization. She is currently pregnant with her second child conceived using the technique. The process is stressful, time-consuming, painful and expensive, and it involves plenty of uncertainty. "It's one of those things that so few people talk about, for obvious reasons." She also weighs in on the best and worst couples, the allure of live TV and mixing politics and family.

Kristen Cavallo, CEO of The Martin Agency, talks about traveling to all seven continents with her children, beginning before they were teenagers. After hitting four continents, the family decided to visit them all, a feat they accomplished recently with a trip to Antarctica on an ice breaker that culminated in a polar plunge while on the lookout for hungry orcas. She also weighs in on the limits of casual conversation, going off on tangents and that time an angry customer called her a "fem-nazi."