Greater New York Area · (914) 557-6481 · [email protected] · linkedin.com/in/brianmccarthy

Summary

Okta-certified technology executive with 15+ years leading enterprise IT, identity & access management, AI enablement, SaaS governance, and security compliance at high-growth, regulated organizations in healthtech and fintech. Proven track record building and scaling lean, high-impact IT organizations — from zero-to-one team builds to full operational transformations — while delivering executive-level outcomes: $700K+ in SaaS cost savings, SOC 2 audit leadership, 97%+ employee CSAT, and company-wide AI strategy and governance programs. Deep hands-on expertise across Okta, macOS/MDM environments, enterprise SaaS ecosystems, and operational AI deployment. Ready to serve as a strategic technology partner to executive leadership while driving the next phase of Headway's internal technology evolution.

Experience

Medely — IT Director

January 2024 – Present · Remote

• Led enterprise AI strategy and governance — authored and owns Medely's AI Strategy & Governance framework (AI Governance Board, tool inventory, 5 strategic pillars, responsible AI adoption standards); deployed high-impact AI initiatives including Siit AI triage agent, company-wide Notion AI rollout with training series and custom agents program, and Okta-gated AI tool approval workflows
• Sole architect of enterprise IAM platform (Okta) — designed and owns SSO, MFA, SCIM provisioning, Device Trust across 160+ managed endpoints, RBAC, and fully automated employee lifecycle management via Okta Workflows; integrated 10+ enterprise SaaS platforms with role-based access architectures
• Rebuilt and scaled a high-performing IT organization from the ground up — replaced underperforming team, recruited top talent, redesigned operations end-to-end; elevated IT CSAT from 51% to 97% while sustaining ~135 support requests/week with a lean 2-person team
• Drove $700,000+ in SaaS cost optimization — Google Workspace right-sizing ($12,500/month saved), VoIP platform migration ($90,000/year saved), Confluence-to-Notion consolidation, and ongoing stack rationalization through continuous SaaS discovery and governance via Torii
• Owned end-to-end SOC 2 compliance operations — led IT controls evidence collection, endpoint compliance, access reviews, and removal SLAs for KirkpatrickPrice audit; supported parallel financial audit IT walkthrough (Baker Tilly); deployed enterprise email threat detection, phishing simulation programs, and compliance training
• Managed 160+ distributed endpoints across macOS and Windows using Kandji and Intune — device compliance baselines, automated enrollment, and Zero Trust posture enforcement
• Leads SaaS management and vendor procurement — continuous discovery of unsanctioned tools, renewal pipeline management, owner assignment, and security governance; negotiated 20+ vendor contracts annually

Stash — Senior Manager, IT Ops Engineering

May 2018 – June 2023 · New York, NY

• Built enterprise IT from zero as the founding hire at a high-growth, regulated fintech — owned all IT functions across infrastructure, endpoints, helpdesk, SaaS, IAM, and vendor security; scaled the team from 1 to 7 through multiple hypergrowth phases
• Led a team of 7 resolving 9,166 tickets/year at 99.6% CSAT; reduced average resolution time by 83% in 12 months through process redesign and tooling improvements
• Contributed to SOC 2 compliance program in a regulated financial services environment — managed access controls, endpoint security, IT policy documentation, and evidence collection