Key Topics

What Lisa Pagotto talks about

Entrepreneur · Leadership · Executive Coach · TEDX Speakerin
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The business lessons you only learn after a catastrophic yes

Some of the most dangerous failures arrive disguised as validation-big names, exciting deals, momentum that feels impossible to slow. Lisa has lived through that moment, nearly losing everything…

Building a life where ambition doesn’t require self-abandonment

Most high-achieving people quietly accept a split between who they are and what they do, then wonder why success feels hollow. Lisa’s path shows how alignment is built in real time-through asking for…

Leadership isn’t learned in boardrooms, it’s learned under uncertainty

Leadership advice often assumes clarity comes first and action follows, but real leadership is forged in motion, not certainty. Lisa connects lessons from exploration and entrepreneurship-making…

Why luxury travellers pay for access, not indulgence

For seasoned, affluent travellers, luxury stops being about plush interiors and starts being about time, access, and stories other people can’t reach. Lisa designs experiences where private aviation…

How to design a small-group tour that doesn’t feel like a bus tour in disguise

Most group travel fails in predictable ways: generic itineraries, awkward group dynamics, and cultural experiences that feel staged. Crooked Compass counters that with deliberately small groups…

Retirement travel that doesn’t feel like a slow goodbye

A lot of retirement messaging quietly shrinks people’s lives-safer, smaller, more predictable. Lisa’s alternative is “you think you’ve lived?” travel: adventures designed for educated, curious…

Why meaningful travel starts where certainty ends

Most people say they want “authentic” travel, but retreat the moment a destination becomes politically complex or emotionally uncomfortable. Lisa designs experiences that deliberately move beyond…

Also speaks on

decision-making under uncertaintyrisk and permissionrebuilding after shutdownburnout recovery leadershipimmersive cultural travelethical tourism logisticsreinvention after disruptionwomen in high-capacity rolestravel business reinventionnarrative-led itineraries

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5+ podcast & stage appearances. Remote or in studio, broadcast-grade audio.

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Creativity Under Pressure with Lisa Pagotto
0:00 / 33:50
Sustaining Creativity Podcast· Listen to Lisa Pagotto on air