Leadership Team
Real people. Real underwriting. 15+ years in merchant cash advance, private capital placement, and fast-turn working capital for businesses that can't wait on bank timelines.
500 x 500
(Gary Weston)
With over a decade of experience as a corporate business owner, Gary Weston brings strong leadership, operational discipline, and hands-on underwriting expertise to Cheetah Capital Finance. His career began in the construction industry, where he learned the fundamentals of project management, budgeting, and compliance—skills that now translate seamlessly into the structured world of business finance.
He oversees the firm’s underwriting, compliance, and back-end operations. His attention to detail, process optimization, and data-driven decision-making ensure that every submission is reviewed thoroughly and presented professionally to lending partners.
Before entering the finance sector, Gary built and managed successful teams in both construction and sales, giving him a unique perspective on what small business owners need to grow. Known for his professionalism, integrity, and commitment to clients, Gary continues to guide Cheetah Capital’s underwriting standards and operational efficiency with precision and care.
“We’re cheetah fast but we’re not here to jam paper just to book a deal. Everything we do still goes through human underwriting.”
500 x 500
(Tyler Siegel)
Tyler Siegel is a seasoned professional with over ten years of experience in the merchant cash advance (MCA) and alternative lending industries. Having successfully owned and operated multiple MCA firms prior to co-founding Cheetah Capital Finance, he brings extensive front-end expertise in origination, structuring, and relationship management.
He specializes in sales strategy and deal execution, focusing on securing the best available rates, terms, and structures for clients. His deep industry relationships, negotiation skills, and commitment to transparency have earned him a reputation for “getting the deal done” while maintaining client trust and satisfaction.
As a partner, Tyler leads the firm’s business development and client relations initiatives. He ensures that every merchant and referral partner experiences the same core Cheetah Capital values—speed, honesty, and excellence in service.
“If we can’t structure it honestly, we’re not going to place it. We’re here to build relationships, not hit and run.”