Total Wine & More Just Hired a New CEO – And His Background Might Surprise You! 

Bethesda, Md., December 23, 2025 – The world of fine wine, spirits, and beer is about to get a new perspective from a surprising source.

Total Wine & More is America’s largest independent retailer in the sector, today announced that Ryan Ross will step in as its new Chief Executive Officer, effective January 12, 2026.

This is a strategic move that begs the question: what can a leader from luxury retail and e-commerce bring to the booming alcohol market?

Ross brings over 25 years of experience from retail, e-commerce, and lifestyle brands. Most recently, he served as President of Neiman Marcus Brand and Head of NMG Customer Insights, with previous leadership roles at Williams-Sonoma and HSN.

These are not typically the training grounds for alcohol retail giants, which makes his appointment particularly intriguing. The announcement highlights his track record for “driving growth, elevating customer experience, and building high-performing teams.”

The owners, David and Robert Trone, are clearly banking on his “proven leadership and innovative mindset” to steer Total Wine into a “new chapter of growth and success.”

Total Wine & More has built an impressive empire since its founding in 1991, boasting over 280 stores across 30 states. As the largest independent retailer of its kind, the company prides itself on offering the industry’s best in price, selection, and service, all aimed at connecting people through “joyful experiences.” It’s a massive operation, a retail powerhouse already dominating its niche. So, what exactly does a “new chapter” look like for a brand that’s already at the top of its game?

Ross himself expressed pride in joining such an “exciting and growing organization,” vowing to honor its “culture of partnership and collaboration” while injecting an “innovative, customer-centric mindset.” This suggests a focus on refining the customer journey and potentially leveraging digital strategies to an even greater degree.

Coming from the high-touch world of luxury fashion and home goods, Ross understands premium experiences. Could we see Total Wine move beyond just selection and price to offer a more curated, personalized, or even experiential retail environment?

The shift signals a potential pivot towards a more holistic retail strategy, blending the traditional brick-and-mortar strength of Total Wine with the sophisticated digital engagement and brand storytelling prevalent in the lifestyle and luxury sectors.

How will his background translate to navigating complex alcohol regulations, supplier relationships, and the nuanced preferences of wine and spirits connoisseurs? It’s a fascinating challenge, and one that could significantly reshape how consumers discover and purchase their favorite libations.

Ultimately, Ross’s arrival represents a fresh perspective at a pivotal time for retail. Total Wine & More is clearly aiming to not just maintain its leadership but to redefine the very experience of shopping for alcohol.

The industry will be watching closely to see if a touch of luxury and e-commerce acumen can uncork unprecedented growth.

Source: Total Wine & More