Conversation
Real problems, real experience and genuinely different points of view.

Ideas, technology and people changing the way hospitality works. One city at a time.
A roadshow for those who'd rather talk about real problems over a drink than sit through yet another deck of slides.
Four cities behind us.
Three more ahead.
And the comfort zone further away every time.
Rome
Completed ✓
Milan
Completed ✓
Tropea
Completed ✓
Naples
Completed ✓
Florence
Next stop →
Ischia
Coming up →
Venice
Coming up →
01 / The format
Breaking the Comfort Zone started from a simple idea: put hoteliers, professionals and companies who work on different problems of the same property in the same room.
Distribution, revenue, marketing, technology, automation, management control. No silos. Because a hotel doesn't run in silos.
Real problems, real experience and genuinely different points of view.
Technology and strategy seen in the way they actually work together.
A drink, less formality and more time to really talk.
02 / Next stops
Pick the city. We'll figure out the rest together, with no distance between stage and audience.
Bargiù Club at YellowSquare · Viale Francesco Redi, 21
The journey continues in one of the cities that define Italian hospitality.
Join us in FlorenceThe aperitivo is by

Pasta takes centre stage at the aperitivo: fresh formats and sauces, a break that tastes like home.

The drinks of the evening: balanced cocktails that keep the conversation flowing.
Venue coming soon
You arrive by sea and sit down without hurry: island hospitality, where welcoming still feels like family.
Venue coming soon
The conversation lands where hospitality has centuries of history, between canals and tourism to rethink.
03 / The ecosystem
Breaking the Comfort Zone brings together skills that are usually handled separately. Not a row of sponsors, but pieces of the same system.

Turning the direct channel into a deliberate commercial choice.

Connecting rooms, channels and demand without losing control.

Turning data, demand and market into pricing decisions.

Turning strategy and communication into acquisition.

Simplifying operations with software built on real workflows.
04 / So far
26 & 28 May 2026The first conversation: ideas, questions and talks that carried on well past the last slide.
Expertise around the table
Bookassist · SiteMinder · Brainy RMS · Retorica Comunicazione
4 June 2026A direct, hands-on stop, built around the decisions a hotel makes every single day.
Expertise around the table
Bookassist · SiteMinder · Brainy RMS · Mews
18 June 2026Hospitality, place and relationships: the roadshow heads south and the table gets bigger.
Expertise around the table
Bookassist · Brainy RMS · Retorica Comunicazione · Hexesoft · SiteMinder
22 September 2026The table widens and reaches Naples: a conversation between the people who run, decide and build hospitality every day.
Expertise around the table
Brainy RMS · Bookassist · SiteMinder · Quinta · Hexesoft · Retorica Comunicazione
05 / Moments
Not an audience to convince. People with different experience, close enough to contradict each other.








06 / Why join
Compare notes with people facing your same problems
Understand how different tools can work together
Take home ideas you can apply to your property
Meet people to keep the conversation going after the event
The road goes on
Florence has a date: 10 November, registration open. Ischia and Venice are taking shape.
Florence · 10 November 2026