Shawn Stiffler

CRO

Shawn Stiffler is the Chief Revenue Officer at Caller ID Reputation (CIDR), where he leads the company’s full revenue organization — from customer acquisition through onboarding, expansion, and retention. Shawn owns go-to-market strategy, sales, customer success, partnerships, and the operational systems that connect them, with a focus on building a scalable, repeatable engine for long-term customer growth.

Prior to CIDR, Shawn spent over a decade leading business operations at a B2B SaaS company in the healthcare, marketing, and technology space, where he built and led a 50+ person cross-functional organization spanning enterprise sales, onboarding, customer success, account management, and product delivery.

His approach — grounded in data, operational discipline, and continuous improvement — aligns directly with CIDR’s mission: using data to help businesses take control of their outcomes.