About
About Chesapeake Capital & Strategy
At Chesapeake Capital & Strategy, we help business leaders gain the clarity, structure, and financial insight they need to grow and succeed. Our mission is to provide strategic, actionable guidance to CEOs, founders, and business owners, enabling them to make confident decisions without the cost of a full-time CFO.
Scott Brenowitz
Strategic Financial Architect | Founder, Chesapeake Capital & Strategy
Most businesses view finance as a rearview mirror—a look at where money has already been spent. Scott Brenowitz sees it as a GPS.
With over two decades of experience navigating the intersection of high-level finance and operational strategy, Scott has built a career on a simple premise: Financial clarity is the ultimate competitive advantage. With a tenure defined by senior leadership across diverse environments—from high-growth financial technology platforms to established global heritage firms, Scott earned a reputation as the "calm in the storm."
He is known for his rare ability to translate complex financial data into actionable narratives that drive growth, increase profit margins, and scale recurring revenue. Whether he was collaborating with CEOs to re-engineer pricing strategies or mentoring the next generation of financial leaders, Scott's focus has always been on sustainable, profitable, strategic value and growth.
Our Story
The Evolution: Chesapeake Capital & Strategy
Today, Scott is channeling that expertise into Chesapeake Capital & Strategy. The firm was founded 2014 (formally Colonial Services) to serve as a bridge for companies that have outgrown "simple accounting" but aren't yet ready for a full-time, institutionalized C-suite.
Scott doesn't just manage balance sheets; he partners with founders and executives to dismantle the barriers of operational chaos. At Chesapeake, he provides the sophisticated capital strategies and strategic oversight necessary to turn financial potential into market-leading performance.
Why Us
Why Work With Scott?
His approach is defined by a unique blend of stability and momentum. He is a steadfast advocate for his clients' growth, balancing the discipline of a CFO with the vision of an entrepreneur. Under his guidance, finance stops being a cost center and starts being the engine that powers innovation.
When you work with Scott and Chesapeake Capital & Strategy, you aren't just hiring a consultant — you're gaining a partner dedicated to ensuring your company's financial foundation is as ambitious as its vision.
Our Partners
Meet Our Partners
Derek Showerman
Founder of VTNH Consulting Partners, Virtual CMO, and Board Member
Derek Showerman is a seasoned executive and former Salesforce Consultant with over two decades of experience in marketing, sales, and digital transformation.
