- Weekly Spanish Conversational Group (intermediate level)
- Volunteer Youth Basketball Coach (Arlington Boys & Girls Club)
Matt Glenn
Boston,MA
Summary
Customer Success professional with experience managing multimillion-dollar client portfolios and driving retention, expansion, and long-term client value. Proven ability to exceed revenue targets, navigate complex stakeholder environments, and lead cross-functional initiatives in SaaS and digital health organizations.
Overview
8
8
years of professional experience
Work History
Senior Client Executive
Headspace
07.2022 - Current
- Promoted to Client Executive to Senior Client Executive in Apr 2025 to manage priority and key accounts.
- Manage a portfolio of 30–35 mid-market and strategic clients across industries with $100K–$500K ARR per account.
- Own a $4M revenue portfolio, achieving 100% quota attainment in 2024 and 111% in 2025 through renewals & expansions
- Lead Quarterly Business Reviews (QBRs) with senior stakeholders, using engagement and utilization data to drive adoption and demonstrate long-term client value.
- Partner cross-functionally with product, engineering, legal, marketing, operations, and analytics teams to resolve client challenges and deliver strategic solutions.
- Served as the lead CS representative for a company-wide platform consolidation initiative following a merger, guiding clients through technical changes including eligibility files, contracting updates, and platform migration.
- Successfully saved a $100K ARR client from churn following an acquisition by demonstrating program value, restructuring pricing, and securing a multi-year renewal agreement.
- Represent Headspace at 20+ client benefit fairs, educating employees directly and increasing program awareness
- Direct, unsolicited quote from a client stakeholder: "You have been one of the best client managers have ever worked with. Your responsiveness, willingness to help in any way possible and just overall positivity is unmatched."
Client Advisor, AVP
Marsh McLennan
08.2018 - 07.2022
- Account Manager and Advisor for enterprise-level accounts specifically servicing their management liability insurance needs
- Developed relationships with key executive-level stakeholders, led negotiations for contract-renewals with insurance carriers, and helped structure and implement risk management strategies
Education
B.A. - Economics
Bucknell University
Skills
- Strategic Account Management
- Customer Retention & Expansion
- Executive Stakeholder Engagement
- Contract Renewals
- Customer Success Strategy
- QBR Leadership
- Cross-Functional Collaboration
- Tools: Salesforce, Zendesk, Gong, Momentum, Looker, Tableau, JIRA, Ironclad, Adobe, ChatGPT
Interests
Timeline
Senior Client Executive
Headspace
07.2022 - Current
Client Advisor, AVP
Marsh McLennan
08.2018 - 07.2022
B.A. - Economics
Bucknell University