Trends Note 05 · 3 min read · By Jonathan Riccobono
Why Bay Area AI companies need better retreats
Work has become almost entirely digital.

Our conversations happen on Slack.
Our meetings happen on Zoom.
Ideas are shared in documents.
AI helps us write, summarize, code, and analyze.
Even when we're sitting in the same office, much of our day is spent interacting through screens.
Technology has never made work more efficient.
It hasn't necessarily made us more connected.
That's why gathering in person has become one of the most valuable investments an AI company can make.
As Work Becomes More Digital, Intentional Time in person Matters More
The more our work lives behind screens, the more valuable face-to-face conversation becomes.
Not because Zoom doesn't work.
Because some conversations simply happen differently when people are in the same room.
Trust builds faster.
Ideas evolve more naturally.
Misunderstandings are resolved in minutes instead of message threads.
The moments between meetings, the shared coffee, the walk after lunch, dinner with colleagues, become just as valuable as the meetings themselves.
That's the real purpose of a retreat.
On a screen vs. in a room Tap a card to flip it
Sources: Atlassian Teamwork Lab, 2024; Harvard Business Review, Oct. 2024.
AI Makes Human Skills the Competitive Advantage
Artificial intelligence can accelerate almost every part of work.
What it can't replace is human connection.
Trust.
Curiosity.
Empathy.
Psychological safety.
Creative thinking.
As technology continues to evolve, these become the skills that differentiate exceptional teams from average ones.
The companies that intentionally create opportunities to strengthen those skills won't just build healthier cultures.
They'll build stronger businesses.
A Different Kind of Retreat
Flying everyone together only to spend eight hours in presentations and mixers around a high-top misses the opportunity.
The value isn't simply getting everyone into the same place.
It's changing how they interact while they're there.
At The Renewal Office, we design retreats around one question:
How do work relationships relate to one another when they return to back to the normal day-to-day?
Everything else, the destination, hospitality, experiences, and agenda, is built around that answer.
Because in a world that's becoming increasingly digital, the most valuable thing a company can invest in isn't another tool.
It's the people using it.
A two-day reset for an AI team Tap a day
- Phones in the basketA real start
- What we are building, and whyLeadership, no slides
- Hot Seats on real problemsMixed teams
- Dinner, no laptops
- Breathwork and a walk
- Team ArchetypesHow each person thinks
- Three commitmentsOwners and dates
- Head home

