Brian McCaffrey

Background

About Brian McCaffrey

I am a proven enterprise SaaS sales leader with 20+ years of experience driving nearly $1B in technology sales revenue and scaling high-performance teams across North America and international markets. My career blends the discipline of a builder with the vision of a strategist — consistently delivering repeatable, data-driven growth systems that accelerate revenue and expand market share. I thrive at the intersection of sales leadership, operational rigor, and innovation: • Scaled SaaS sales pipelines from zero to $40M+ and repeatedly exceeded $2M+ annual revenue targets, ranking in the top 1% of global sales performers. • Codified GTM playbooks that improved conversion, pricing, and pipeline velocity across Fortune 500 and high-growth software companies. • Partnered directly with CROs, CEOs, and boards to optimize sales org design, process discipline, and revenue predictability. Led AI-powered transformation projects, including: • Building an immersive Metaverse twin for a major airline (featured in a UST case study). • Developing AI-driven patent search and optimization engines. • Deploying AI-enhanced CX platforms for financial services. Today, my focus is on applying this experience to help software companies systematically scale sales — creating the right mix of people, process, and technology to build enduring value. I am especially passionate about the role of AI in sales enablement and customer success, and how data-driven insights can accelerate growth for PE-backed SaaS businesses. Areas of Expertise: • Complex Sales & Contract Negotiations • Team Recruitment & Development • Channel Recruitment, Development & Support • Managed Global and International Markets • Business Development & Territory Growth • ROI, Value Proposition & Profit Optimization • Strategic Market Penetration & Expansion • P&L Management Technical Skills: • AI/ML • SaaS, Intelligent Edge, Security • Unified Communications, Call Center, IP voice • Mobility, Data and Optical Infrastructure • Services, Test, & Measurement • Salesforce, HubSpot and Adito CRMs. • Microsoft Office and iWork Office Suites • Microsoft Sharepoint • Gong and Highspot • OS: iOS and Android.