Arrival
Settle in, meet the group- Airport pick-up
- Arrive & settle into the villa
- Welcome aperitivo on the terrace
- Welcome dinner & introductions
One week in a private Tuscan villa with founders & investors. Deep co-working, workshops on AI, funding, growth, personal health and more, and a room where the way you work is the baseline.
Together with other founders & investors, surrounded by natural beauty and charming towns such as San Gimignano and Volterra, you will combine the best of working & recharging.
Expand your network, sharpen your thinking, and come home with a plan. The Tuscan Working Retreat is application-only.

You're building or backing companies, and the day-to-day leaves little room to think. This week puts you among peers who get it.
Step away from the day-to-day. A week in Tuscany gives you the space to see your work and your company clearly again.
Swap what is working on funding, growth and AI with people at your level.
Tangible outputs, not theory. Break through the ceiling of your current setup, from funding and growth to AI and your own health.
A week together beats a hundred meetups. Build real connections with founders and investors who get it.
Start the day with yoga, a trail run, or a mindful walk. Body and mind, warmed up.
Deep, focused work on your business, without interruptions.
Together at the villa. Tuscan food, good conversation.
Hands-on sessions on AI, funding, growth, personal health and more, each designed to produce a tangible output.
Dinner at the villa or in town, and the conversations that matter most.
A calm weekly rhythm: deep workshops, Tuscan experiences, long dinners, and optional work sessions late into the night. Workshops on AI, funding, growth, personal health and more anchor the week, and there will be a few surprises along the way. The full workshop programme is announced before the retreat.
Breakfast, lunches and dinners at the villa are included. Dinners in Volterra and San Gimignano are your own choice and not included. Drinks are at your own expense, except the welcome aperitivo and the wine tasting. Flights are not included.
Specific to your company and where you are now. Not a generic framework.
Built during the workshops: from an AI workflow to a funding or growth plan you can use the day you get home.
Fellow founders and investors who've seen your setup, pressure-tested your thinking, and will hold you accountable after the retreat.
Half the value of a good strategy is knowing what not to do. Avoid the traps that waste six months.
What deserves your time, what to delegate, and what to drop. Concrete decisions, not theory.
A week of Tuscan mornings, great food, and conversations that remind you why you started. You'll come back sharp.
So you can focus entirely on the work and the people.
7 nights in a restored Tuscan estate with expansive gardens and panoramic views
Breakfast, lunches and dinners at the villa are included. Drinks are at your own expense, except the welcome aperitivo and the wine tasting.
Sessions on AI, funding, growth and personal health, plus a private AI strategy session
Pick-up and drop-off at Pisa or Florence airport. Flights are not included.
An e-bike or Vespa tour, San Gimignano, Volterra, and a curated wine tasting
Co-working space with Starlink provided
Private group with all past and present attendees
Yoga, trail running, and mindful walks to start each day
Real moments from the first edition. Deep work, morning training, Tuscan excursions, long dinners under the stars, and the friendships that tie it all together.















Glenn runs G2 Ventures and hosted the first edition of this retreat. He does it because a week together creates something a conference never does: long-lasting, meaningful relationships on a deeper level. The 2027 edition is organised by Glenn and Hira together.
Every detail is curated: the villa, the workshop format, the group composition. The goal is a group of people who genuinely help each other think, in a place that makes it impossible not to.
"Ideale omstandigheden om werken en ontspannen te combineren"Read the article →
7 nights, breakfast, lunch and dinner at the villa, all workshops, 1-on-1 sessions, excursions, transfers, and the alumni network. Drinks are at your own expense, except the welcome aperitivo and the wine tasting. Flights are not included. The only difference is whether you come alone, as a duo or as a trio.
You're coming solo. Private room, your own space to recharge between workshops and long dinners.
Come with your co-founder, a teammate, or the person you build with. Shared room, separate beds. Level up together.
Come as three: co-founders, a small team, or friends who build together. One shared room for the three of you.
The Tuscan Working Retreat is an application-only event. We review every application personally. Rooms at the villa are limited, so we recommend applying early.
You're a good fit if you are building or backing a company and want to take it further, whether you're a SaaS or AI founder or an investor. Come solo or bring your co-founder. You need ambition, and the itch to go further.
Founders at any stage, and investors who back SaaS and AI companies.
Tell us what you're working on: your company, your portfolio, or what you've built. Links welcome in your application.

Limited rooms at the villa. One week. A retreat for founders and investors who want a week to sharpen their edge.
Apply NowWe review every application personally. We'll respond within 48 hours.
Thank you for your interest. We'll review your application and get back to you within 48 hours.