Matthew Caron
Matthew Caron
About
Detail
Director / Vice President of Customer Support | SaaS CX Leader | AI Automation | Global Ops | Retention Strategy | B2B Tech | Scalable Service Design
United States
Scaling Support with Strategy, Empathy, and AI
I'm a Vice President of Customer Support who turns complex, global support orgs into streamlined, scalable, customer-first machines. With over 15 years of experience in B2B SaaS and tech-enabled service environments, I’ve led teams of 150+ and delivered 7-figure efficiencies, driving measurable improvements in CSAT, retention, and customer activation.
My approach combines tech-forward innovation (including AI, automation, and workflow design) with human-centric leadership. At Townsquare, I automated onboarding using ChatGPT and Assembly AI — saving $2.4M while increasing activation speed by 23 days. At OpenTable, I scaled global CX and onboarding, improving CSAT by 34% and reducing wait time by 92%.
I’ve built playbooks for VOC programs, support monetization, BPO partnerships, and 24/7 global service operations. But at the core, I believe customer support should be a value-driving function, not a cost center. That’s the mindset I bring to every team I lead.
🔷 What Makes Me Different:
I thrive in scale-up environments. I build high-performing, accountable teams, and I love turning chaos into clarity through data, coaching, and systems. I’m also deeply mission-driven — drawn to companies that elevate small businesses, local brands, and challenger industries.
🔷 My Core Expertise:
➤ Global Support Operations & Leadership
➤ AI & Automation (ChatGPT, Assembly AI)
➤ Retention, GRR, and CSAT Strategy
➤ Post-Sale Onboarding & Activation
➤ Support Monetization & BPO Governance
➤ GTM & Product Feedback Loops
🔷 How I Deliver Results:
➤ $2.4M in annual savings from onboarding automation
➤ 295% backlog reduction through workflow redesign
➤ 121% onboarding target achievement at OpenTable
➤ 10% AR recovery improvement = $9.85M in revenue
➤ 36% YoY increase in premium client revenue
🔷 Recognized as:
🏆 CX Community Influencer (Level AI, 2023)
🏆 Executive Leaders Impact Award (OpenTable, 2018)
🏆 Denver Post Top Workplace Award, 2020 (as site leader)
🎓 AT&T Top 1% Leadership Development Program