Jay Loeffler, MBA, is the Founder and Principal of Off Piste Holdings and a commercial executive with more than 20 years of experience building, transforming and scaling revenue organizations across media, marketing services, fintech, technology and data-driven businesses.
As a Chief Revenue Officer and Chief Sales Officer, Jay has led enterprise sales, marketing, pricing, partnerships, customer strategy and revenue operations. His experience includes responsibility for a $430+ million enterprise P&L, leadership of a diverse sales organization that partnered with sole proprietors to Fortune 500 companies, and oversight of commercial organizations serving 65,000 customers across more than 160 markets.
Jay more than tripled national revenue over seven years, scaling it from $33 million to a $109 million run rate. He also created a $115 million-plus in-house agency business, launched high-margin digital and data-driven revenue streams, and led AI commercialization initiatives generating more than 32,000 qualified opportunities annually.
He has also worked closely with founders, boards and private equity sponsors on commercial integration, organizational redesign, pricing, margin expansion and value-creation planning. His approach is grounded in a simple principle:
Complexity slows growth. Clarity accelerates it.
Through Off Piste Holdings, Jay helps leadership teams simplify commercial complexity, align around the priorities that matter most and build accountable revenue systems that support profitable, sustainable growth.