About

About lakeside

Lakeside Capital is the private investment office of Trevor Paladino, a serial entrepreneur turned investor. With a multi-strategy approach across venture capital and private equity, our portfolio includes technology startups, consumer brands, industrial and home services businesses, and professional sports teams. Backed by our founder’s proprietary capital base, we take a long-term view, providing patient capital and a deep network to unlock sustainable growth and enduring success.

Our Difference

We partner with founders to accelerate value creation through capital, connection, and collaboration. With deep roots across sports, media, and consumer sectors, we bring more than capital — we bring momentum.
As a trusted investment partner, we take a long-term, disciplined approach to building enduring businesses. We invest in purposeful companies with the potential to scale, offering strategic guidance, operational insight, and access to a highly engaged network. Grounded in flexibility and focus, we work shoulder-to-shoulder with founders to help them navigate complexity, execute with intention, and create lasting impact.

STRATEGIC PARTNERS

We bring a long-term, strategic mindset to every investment. As a trusted partner, we offer business-building expertise, deep industry insight, and a focus on scaling with clarity and intent. Grounded in experience and execution, we work closely with our portfolio companies to unlock value, navigate complexity, and drive meaningful growth. Our approach is collaborative, thoughtful, and designed to support ambitious teams as they build enduring businesses.

VALUE CREATION

We focus on unlocking value where it matters most — helping companies sharpen their strategy, scale efficiently, and build long-term advantage. Our approach is rooted in clarity, prioritization, and momentum.
From navigating inflection points to strengthening business fundamentals, we bring the insight and discipline needed to support meaningful, sustainable growth. We don’t just back companies — we help build them to last.

NETWORK

With nearly 20 years in the sports industry, we’ve built a trusted network of relationships that continues to create value across our portfolio. This depth of access enables us to open doors to potential customers, strategic partners, and key stakeholders — helping our companies gain traction and scale faster.
We believe relationships drive results. That’s why we actively leverage our network to help founders unlock opportunities, build credibility, and create long-term advantage.

The Lakeside Network

With nearly two decades of deep involvement across the sports and business ecosystem, Lakeside has built a trusted network spanning top athletes, agents, media figures, and senior executives at leagues, teams, and consumer brands shaping the future of sports. This network provides Lakeside and its portfolio companies with a distinct advantage — unlocking access to customers, partners, and growth opportunities that others can’t replicate.

 

At Lakeside, we don’t just open doors — we cultivate relationships that drive momentum and deliver meaningful outcomes.