Cragsters: Meet the High Roller


Presenting Cragsters, a series of illustrations and descriptions by Adam Nawrot of climber-types. Cut ’em out, collect ’em, laugh, cry, or rage—just remember, don’t judge, because we’ve all been one type of Cragster or another.

The High Roller.

The High Roller.

When the tech-industry startup dividends begin rolling in, it’s time for the High Roller to rack up some “extreme adventure” tales to recount at Silicon Valley dinner parties, New York supper clubs, and corporate-speaking events. A cool $60,000 and one Everest summit tag later, he’s now the “the most interesting man in the world.” With eyes set solely on the summit, the High Roller approaches climbing like a business, and is ready to “conquer” the playing field no matter what—even if it means being dragged up the mountain by Sherpas and leaving a path of discarded oxygen bottles in his wake (then later recovering at basecamp beneath a guide-provided down duvet). Find the High Roller publishing a trite memoir comparing the principals of mountaineering to his philosophy on business.

Dream of

  • Big-game hunting in Africa
  • A less messy divorce
  • Some new form of cryptocurrency
  • “Disrupting” existing industries

Stomping Grounds

  • Mount Everest, Nepal
  • Mount Rainier, Washington
  • Denali, Alaska
  • Aconcagua, Argentina


  • Sherpas/porters
  • Fixed ropes
  • Diamox
  • Bottled oxygen
  • Basecamp
  • Goose down
  • Sat phone live feed
  • #liveauthentic

More Cragsters: