Reimagine Wine

Penrose Hill brings one of the world's oldest products into the 21st century.


Award Winning Wine

Since we officially launched in 2015, our wines have won hundreds of awards and 90+ point scores at some of the most highly competitive wine competitions in America, including multiple Best of Show, Platinum Medals and 95-point scores.

Award Highlights:

A Smarter Approach to Wine

Customer First

We’re building the world’s most customer-centric wine company. Our algorithm matches wines to customer’s tastes with unprecedented specificity. Our on-demand labeling allows us to customize a wine for any occasion. We’re constantly innovating new ways to please customers.

Data Driven

Data is at the heart of what we do and we use the feedback from our customers and partners to optimize every aspect of the winemaking process from label design to flavor profile.

Eliminate Inefficiencies

As an independent winery, we eliminate the middleman to give our customers exclusive access to small-batch wines for less and deliver higher margins to our partners.

Founder's Story

Philip James


Philip James is a serial entrepreneur who has spent the past decade in the wine industry developing properties that leverage technology with human insight and world-class winemakers to deliver finely crafted wines at an affordable price point. As CEO and founder of Penrose Hill, Philip oversees one of the 100 largest wine producers in the U.S., selling wines across North America, Europe, and China. Penrose Hill also sells direct-to-consumer through its wine club, Firstleaf, which has more than 50,000 members. Penrose is backed by investors including Greycroft Ventures and Loeb Enterprises. Philip has post-graduate degrees from Oxford University and Columbia University.