Independent venture + innovation company · Chicago

Build what
should exist.

Led by Shawn Weems, Weems Enterprises builds new ventures and helps businesses turn AI, digital commerce and customer experience into growth.

From strategy to execution. Executive advisory and hands-on leadership, grounded in operating experience.

Explore how we turn possibility into progress.

Operating experience. Select a number to learn more.

Artificial Intelligence   /   Digital Commerce   /   Customer Experience   /   New Ventures   /   Media + IP   /   Artificial Intelligence   /   Digital Commerce   /   Customer Experience   /   New Ventures   /   Media + IP   /  
The company

Build the next
thing that matters.

Weems Enterprises is a platform for building, testing and scaling ideas for a rapidly changing digital economy. Enterprise operating experience meets entrepreneurial speed—with a bias toward useful technology, better customer experiences and measurable value.

01 / AI + TECHNOLOGY

Intelligent products.

Agents, personalization, automation and data-driven experiences designed around people—not demos.

Explore AI advisory ↗
02 / COMMERCE + CX

Growth by design.

Commerce, merchandising and customer-experience systems that connect intent to measurable outcomes.

Explore digital commerce ↗
04 / MEDIA + VENTURES

Build new possibilities.

Original media and venture concepts shaped around emerging customer needs, with a clear path from exploration to validation.

The Lab

A closer look
at what's next.

The Weems Enterprises Lab explores artificial intelligence, digital commerce and customer experience to uncover new ways to live, work and grow. Our focus: turning emerging possibilities into useful products and new businesses.

Artificial Intelligence

More human AI.

Exploring how AI can make everyday decisions easier, experiences more personal and time more valuable.

AI + Everyday Life
Digital Commerce

New paths to growth.

Investigating how smarter digital experiences can connect customer needs with new opportunities for business growth.

Commerce + Growth
Customer Experience

Less friction. More possibility.

Reimagining how people discover, choose and connect with services through more intuitive customer experiences.

Experience + Design
Media + New Ventures

Where culture meets opportunity.

Exploring new businesses and original media where technology, culture and changing consumer needs meet.

Media + Ventures
Behind Weems Enterprises

Meet Shawn Weems.

The operator behind the company. Two decades building digital businesses—and a focus on what comes next.

Weems Enterprises brings Shawn Weems’ experience in digital commerce and customer experience to new ventures and advisory work. His career spans hospitality, retail, restaurants and entertainment, with leadership across global digital platforms, merchandising, content, personalization, marketing and AI-enabled transformation.

Before Weems Enterprises, he held senior leadership roles including Vice President at Hyatt Hotels Corporation, with earlier leadership experience at Redbox, McDonald’s and OfficeMax.

Shawn has overseen more than $30 million in media investment, led agency relationships, and shaped channel strategy and performance measurement—connecting customer acquisition with digital commerce and profitable growth.

Explore Shawn’s experience ↗
20+Years leadership
70+Global team led
3,000+Property sites
~$3BDigital revenue supported
A conversation starts with a question

Ask Weems.

Working through an AI opportunity, a growth challenge or an idea worth building? Start here.

Explore with Weems AI ↗
The Weems approach
01 / Insight

Find the problem worth solving.

Listen to people. Look for friction. Connect customer needs, business realities and emerging technology to find an opportunity that matters.

Imagine a simpler way to choose

People abandon a service search because the choices are hard to compare. We explore what they need to know to feel confident.

One illustrative example, four stages. Learning can take us back to an earlier step—or tell us to stop.

Operating experience

3,000+ Property sites

Shawn’s leadership experience spans more than 3,000 property sites, bringing an enterprise perspective to digital commerce and customer experience.

From Shawn Weems’ corporate leadership career, before Weems Enterprises.