In December, Teton County, Wyoming, residents learned they were the wealthiest people in the country, making an average of $471,751 a year. That’s almost a half a million dollars a year for “every person living in Teton County in 2023—regardless of age, health, employment status.”

At the county seat in Jackson, town council member and economic consultant Jonathan Schechter made the “wealthiest” calculation in his “cothrive” newsletter. He’d crunched the latest U.S. Bureau of Economic Analysis estimates from 3,244 counties, parishes and boroughs nationwide.

Schechter’s analysis made a small group of us—social critics with more than 100 collective years of Jackson Hole living—consider our new status in what Schechter called “the wealthiest county in the wealthiest country in the history of the world.” Our group of aging ski-bum, bicycle-riding gadflies wondered how the other 99.7% of America lived.

We needed to find out. We would start down the social ladder at a community that struggles to flop into second place. It’s Pitkin County, Colorado, site of the town of Aspen, a village about which we had only vague notions.

We would visit by bicycle over six days, observing Aspenites who would, we thought, represent more of the nation’s hoi polloi. Off we pedaled to cross the Income Gulf of America.

As we cycled up Colorado’s Roaring Fork Valley toward Aspen, we ran into the first of the locals. He was a 70-year-old impresario with all the bona fides of a longtime resident—greying braided ponytail, tank top, beater rig and a long resume as a roadie with the Grateful Dead.

He elaborated on his curriculum vitae, which included pre-concert street deals. “Detroit was easy,” he said. “They used to give me $500. That was a lot of money in those days.”

We parried. “We’re from the wealthiest community in the country.”

“Aspen is the most expensive,” he replied.

Pitkin’s annual per-capita income is $255,839, we riposted, as we headed up-valley. How spendy could this place be, we wondered, if it names a top hotel after a Nabisco cracker?

We were somewhere around Basalt on the edge of Aspen when the prices started to kick up. Numbers on the tap-insert-swipe thingies increased alarmingly. Finally arriving in Aspen, we rattled to a stop at a downtown bar, where beer came in $9 pints.

“Martini?” the menu suggested. Coming from the wealthiest county, we were practiced.

“I’ll take two.” Federal data said we could afford it. “And a burger.”

Twenty-five bucks for a Saphire gin cocktail. Thirty bucks for a dead-cow patty so tall a mule would have to stretch its lips to take a bite of the towering brioche bun.

Perhaps we missed some of Schechter’s small print. A few billionaires must have skewed our lofty per-capita income figure. In fact, the median annual Teton County income is just $141,500, but still more than anyone in our peloton was making. And second-hand Ralph Lauren button-downs at Jackson’s Browse ‘n’ Buy are up to $7.

We read local papers to dig deeper into the customs and culture of our Colorado subject. The papers said the sheriff was taking a trespasser to court who’d lived in a tree for 10 years. A humanitarian nonprofit was running out of money. The Chamber of Commerce was bragging about the coming tourist season.

The ads in glossy local magazines showed a population of the young, tan, fit and wealthy. Aspenites are polyglots, we realized, naming their stores in Italian —Gucci and Prada. In Jackson Hole we are glad to have Shirt off my Back and Lee’s Tees.

In Aspen, Louis Vuitton, which we deduced was French for “handbag,” offered the Aspen Platform Clog for $1,690. “We’ll take two!” we dreamed.

We went to a liquor store. A sharpie had marked $1,000 on one bottle of wine. We passed that up for a six pack—about what four dirtbags who fell out of the back pages of a 1980s Patagonia catalog could afford.

A ragged sign taped to the counter at the tap-insert-swipe thingie suggested that our communities were much more similar than we thought. We learned the sign had been there a year and a half but was still relevant.

“Jason needs a place to live,” it read.

Angus M. Thuermer Jr. is a contributor to Writers on the Range, writersontherange.org, an independent nonprofit dedicated to spurring lively conversation about the West. He is a reporter who has lived and worked as a journalist in Jackson, Wyoming for more than four decades.