Jamie Oconnell
Sr Manager, People Operations @Varsity Tutors, a Nerdy Company
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WORK HISTORY
Sr Manager, People Operations @Varsity Tutors, a Nerdy Company
Phoenix, AZ, US
Lead the strategy, systems, and operational backbone of People Operations for a workforce scaling between 80•••00 employees and global contractors. Balance long-range planning with hands-on execution to strengthen data integrity, compliance, and employee experience while reducing operational load.• Launched Jira as People Ops’ first enterprise ticketing system, improving workflow visibility and reporting with zero added budget.• Consolidated benefits brokers from three to one, delivering $250K in year-one savings and a projected $500K in year two.• Modernized U.S. and Canada benefits programs, including pharmacy benefits redesign to improve satisfaction and cost predictability.• Automated ~50% of manual workflows using AI tools, reclaiming 1.5 FTE of capacity and enabling a strategic team restructure without key talent loss.• Built and operationalized HRIS/benefits auditing frameworks that tightened Finance alignment and cut downstream corrections.• Lead and develop a team of 3–5 specialists, strengthening operational rigor, data hygiene, and service quality across global populations.• Championed org-wide AI adoption, implementing automation for audits, SOPs, ticketing workflows, and reporting.
EDUCATION
Arizona State University
Bachelor of Science (BS), Psychology
SKILLS
ABOUT JAMIE OCONNELL
Senior People Operations Leader (SHRM-CP) with a decade of experience building scalable HR infrastructure across high-growth, global tech organizations. I operate comfortably at both the strategic view and the 1-ft operational level, designing People systems, then drilling into the data, workflows, and process details that make it work in real life.My work spans HR strategy, Total Rewards, HRIS optimization, organizational design, benefits programs, leave management, global expansion, and people analytics. I’m at my best when translating broad business priorities into practical, efficient, compliant People Ops systems that reduce risk, improve accuracy, and strengthen employee experience.Across Nerdy, Sourcegraph, Bolt, and DoorDash, I’ve led transformations that delivered measurable impact: launching enterprise-level ticketing systems, consolidating benefit brokers for six-figure annual savings, modernizing self-funded plans, automating manual workflows using AI tools to reclaim headcount capacity, and guiding leaders through restructures, talent planning, and organizational change.The through-line in my work is clear: pair long-range strategic thinking with precise execution. Build models that scale. Create clarity in chaos. Strengthen systems so teams can breathe again.CliftonStrengths: Individualization, Analytical, Restorative, Discipline, ArrangerDISC Style: CoachRiso-Hudson Enneagram: Type 6
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