Caleb Sherrill is an entrepreneur passionate about helping small businesses thrive. As the founder of Pillar PEO Advisors, he works alongside business owners to navigate the complex world of HR, payroll, benefits, and compliance—ensuring they get the best PEO solutions tailored to their needs.

Having lived in Eastern Europe for nearly a decade, Caleb developed a deep appreciation for different cultures, perspectives, and the resilience of small businesses across the globe. His diverse upbringing—raised by an Australian mother and an American father—shaped his ability to connect with people from all walks of life, a skill he brings into every client relationship.

Caleb knows firsthand the challenges of entrepreneurship. From managing cash flow to scaling a business while wearing multiple hats, he’s experienced the stress, uncertainty, and responsibility that come with ownership. That’s why he’s committed to working closely with fellow business owners, not just as an advisor but as a partner who understands their struggles and is invested in their success.

At Pillar PEO Advisors, Caleb’s mission is simple: help small businesses streamline operations, reduce costs, and build stronger teams—so they can focus on what they do best.

When he’s not working, you can find him connecting with other entrepreneurs, building community in Charlotte, or diving into his favorite pastimes, like sports and travel.