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. He has held full enterprise P&L responsibility, leading a diverse commercial organization serving 65,000 customers—from sole proprietors to Fortune 500 companies—across more than 160 markets. .
Jay more than tripled national revenue over seven years by diversifying verticals, leveraging sophisticated targeting and post-campaign analytics, and pioneering the first “smart” technology in shared mail. He also built 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.