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Guided by Experience, Driven by Growth

We specialize in buying and growing great businesses, helping retiring owners exit with confidence while preserving what they’ve built. With years of experience leading startups to successful exits and driving growth in large organizations, we bring a hands-on, thoughtful approach to small business ownership.

About Trent Gruenwald

Trent Gruenwald brings over 20 years of experience in business strategy, marketing, and operations. His career has been defined by solving complex challenges, fostering data-driven decision-making, and driving measurable results. His expertise now powers Main Street Ventures’ mission to preserve legacies and grow businesses for the future.

Professional Experience

2024 - Today

Founder & Managing Member
Main Street Ventures

At Main Street Ventures, I acquire and grow established small businesses, focusing on long-term sustainability and operational excellence. I work with retiring owners to ensure a smooth transition while building on the strong foundations they’ve created.

2020 - 2024

Senior Director

Walmart

At Walmart, I transformed the digital patient experience for the company’s $35 billion healthcare division. My work drove a 60% increase in health clinic appointments and over $5 billion in e-commerce growth by optimizing patient engagement and the digital patient experiences.

2012 - 2020

Head of Growth

CareZone

At CareZone led marketing and customer growth for digital health startup, scaling the company from zero to 4 million users. I was involved in multiple funding rounds that fueled growth and helped position the company for a successful acquisition by Walmart.

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