Entrepreneur iconEntrepreneurAug 28, 2026 ~7 min source read

Inside a $14,000 Tuscany Retreat for Seven‑ to Nine‑Figure Founders

A reporter sat in on OOAK Mastermind at Castelfalfi to see who shows up, what they pay for, and how the agenda is organized for high‑revenue brand founders.

I Went to a $14,000 Retreat for 9-Figure Founders in the Italian Countryside. Here’s a Behind-the-Scenes Look.

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OOAK founders Bob Verlaat, Nick Nijhof and Vince Nijhof led the event at Castelfalfi in Tuscany and drew about 100 mostly young founders.

Sessions combined tactical marketing talks (Jeff Srithongrung on ad strategy) and product‑scale lessons (Ray Jang on AI lowering ad testing costs), alongside curated networking and shared meals.

The retreat mixed luxury hospitality and peer exchange: village walks, a truffle‑focused lunch, and close‑door conversations among brand founders.

# What this retreat was

Castelfalfi, a resort village in Tuscany. OOAK — short for One Of a Kind — organized the retreat with the stated aim of helping founders scale consumer brands. Attendance required an application and a proven track record of leading a seven‑ to nine‑figure business. The registration fee was $14,000 and included five‑star accommodations, meals, and airport transfers.

# Who organized and who spoke

Speakers included Jeff Srithongrung, director of creative strategy at TubeScience, and Ray Jang, founder and CEO of Atria (an advertising company). Srithongrung focused on running effective ad campaigns and tailoring creative to different audiences. Jang framed recent changes in ad testing costs as a step toward much cheaper experimentation, describing how new tools have reduced the cost of testing concepts.

# Who attended and the demographic

The crowd skewed young. The OOAK founders themselves are all under 30, and the attendees were similarly young founders who lead high‑revenue brands. Many participants were consumer brand founders selling products across categories. The event aimed specifically at founders ready to scale their businesses beyond current revenue bands.

# The setting and hospitality

# Program structure and themes

The retreat mixed keynote talks, fireside chats, and practical marketing sessions. Talks were tactical and focused on growth levers for consumer brands: creative strategy, ad testing, audience segmentation, and new advertising technologies. Conversations emphasized methods to scale ad programs and test concepts more rapidly and cost‑effectively.

Networking was built into the schedule through shared meals and informal conversations. Organizers kept the group relatively small compared with mainstream conferences, prioritizing curated peer interaction and direct access to founders and speakers.

# What it cost founders beyond money

# Who this is for

The event is aimed at founders leading seven‑ to nine‑figure consumer brands who want focused conversations about scaling. It's less useful for early‑stage founders or businesses outside consumer brand growth models.

# Takeaway

OOAK Mastermind packages high‑touch hospitality, curated peer groups, and practical marketing sessions into a small, expensive retreat. For founders who meet the revenue and vetting criteria, the draw is concentrated access to peers, the OOAK leadership team, and speakers who discuss ad strategy and rapid experimentation methods.

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