“Leadership connects our goals to the people who make them happen. I believe in building a transparent, intentional culture where people feel trusted, informed and accountable. When that foundation is in place, our team naturally looks beyond the transaction and focuses on delivering long-term value for our partners.”

Brett Weeks came to equipment finance through equipment sales, and the transition was less a career pivot than a natural progression. Watching clients strain to acquire the machinery they needed, he recognized that the most powerful thing he could offer wasn’t the equipment itself, but the means to obtain it. That insight has only deepened over time. As executive vice president of sales at Crossroads Equipment Lease & Finance, Weeks now thinks of financing as the foundation of a strategic partnership. The shift, as he describes it, is from funding the asset to architecting the success of the business behind it.

That philosophy was stress-tested over the past 18 months as the industry weathered the Great Freight Recession. Rather than retreating to rigid credit formulas, Crossroads leaned into the relationships it had built, restructuring portfolios and developing creative liquidity solutions for customers navigating serious headwinds. The work required looking beyond the transaction to the operational history and long-term viability of each business — a reminder, Weeks says, that strong relationships aren’t just proven in good markets. They’re proven when the market gets hard.

His leadership style — transparent, collaborative and intentional — reflects the same values. He believes teams perform best when they understand the reasoning behind strategic decisions, not just the decisions themselves. By fostering an environment that encourages ownership and innovation and by staying focused on what truly drives meaningful change, he aims to give his colleagues the clarity and confidence to move forward together.