From Gamblers to Makers: How entrepreneurship in travel has evolved over two decades – WiT

“Someone’s always playing corporation games… we just want to dance here, someone stole the stage.” Starship’s iconic line from We Built This City could be an anthem for the travel industry, which has faced its own corporate games, disruptions, and rebirths over the last two decades.

The industry has evolved with a series of distinct entrepreneurial archetypes: from risk-taking “gamblers” to visionary “promoters” and now, to problem-solving “makers”. Each wave reflects the travel sector’s adaptation to new technological and economic landscapes.

Few people understand this evolution better than Chris Hemmeter,…