Jamie Caplan is a senior sales enablement executive with over 10 years of experience building the programs, processes, and teams that turn sales organizations into high-performing revenue engines.
She specializes in stepping into companies that need to build — or rebuild — their enablement function and getting it running fast. Whether that means standing up onboarding from scratch, launching an LMS, equipping sellers for a major product release, or driving adoption of a new sales methodology, Jamie brings the strategic vision and the hands-on execution to make it happen.
Her track record spans B2B SaaS organizations including Quickbase, Bullhorn, and HubSpot, where she has consistently delivered measurable outcomes: cutting time to first sale by 29%, growing new hire pipeline by 14%, increasing Sales Initiated Leads by 42%, and building enablement programs that stick long after she's gone. She is also an experienced practitioner of AI in enablement — having selected and implemented LMS platforms, deployed AI-powered role-play simulators, and built full GTM asset libraries using tools like Claude and ChatGPT to accelerate speed to market.
Jamie helps companies:
Build or transform a Sales Enablement function from the ground up
Design and launch onboarding programs that ramp reps faster
Enable sellers for major product launches with ready-to-use asset suites
Implement and adopt LMS and AI-powered enablement platforms
Deliver methodology training (MEDDPICC, Value Selling, Solution Selling) that changes rep behavior — not just fills a training box
If your sales team is growing, launching something new, or simply not performing at the level you know they can — Jamie knows how to close that gap.More...