Josh Shapiro

About Josh Shapiro

Regional Sales Manager / Account Executive operating at an enterprise-level scope, with 13+ years of experience driving consistent revenue growth across enterprise and mid-market environments. Two-time back-to-back President’s Club recipient with a proven track record of sustained quota overperformance, achieving 124% attainment in 2025 and 112% in 2024 while maintaining an average 98% renewal retention rate. Previously averaged 152% quota attainment across 2022 and 2023, earning top-performer recognition.Specializing in cybersecurity, BCDR, IT operations, and SaaS solutions, with deep experience managing complex account portfolios, expanding strategic relationships, and closing high value multi-product opportunities. Experienced in owning the full account lifecycle from executive stakeholder alignment and strategic planning through execution, renewal, and expansion.Known for a disciplined, data-driven sales approach and the ability to perform in fast-paced, high accountability environments where execution, partner experience, and long-term customer outcomes matter.

Experience

1. Regional Sales Manager

   ConnectWise

   Mar 2026 — Present · Tampa, FL, US

   Dedicated to driving partner success, operational excellence, and regional revenue growth within the MSP and IT solutions ecosystem. • Lead regional revenue performance through strategic pipeline management, forecasting accuracy, and partner engagement. • Partner cross-functionally with sales, customer success, and product teams to strengthen the overall partner experience and business outcomes. • Deliver a high standard of communication, responsiveness, and accountability while building long-term trusted partner relationships.