Senior Manager, Benefits and People Operations (Remote)

🇺🇸 Remote - US 🕑 Full-Time 💰 TBD 💻 Human Resources 🗓️ June 29th, 2026

Edtech.com's Summary

Teaching Strategies, LLC is hiring a Senior Manager, Benefits and People Operations. This role oversees daily management of employee benefits, HR systems, people analytics, and operational processes to enhance the employee experience. The position leads benefits administration, supports HRIS, compliance, reporting, and partners across departments to ensure efficient, compliant, and employee-focused program execution.

Highlights

Manage daily administration of health, welfare, and retirement benefit programs.
Serve as primary owner of benefits administration and compliance with federal and state regulations (ERISA, ACA, COBRA, HIPAA).
Administer HRIS system for benefit plan configuration and data integrity.
Develop and maintain People Operations dashboards, workforce metrics, and reporting.
Manage vendor relationships, including brokers and benefit providers; coordinate audits and renewals.
Lead team with coaching, goal setting, and fostering a culture of accountability and continuous improvement.
Required: 5-7 years in Benefits and People Operations, including leadership and self-funded medical plan experience.
Preferred: Experience with Rippling or similar HRIS, multi-state workforce support, relevant certifications (CEBS, SHRM, PHR), and SaaS or high-growth company exposure.
Compensation includes competitive package, equity appreciation program, 401k match, flexible work environment, unlimited paid time off, and professional development opportunities.
Supports workforce planning, budget analysis, and employee lifecycle transactions in partnership with Finance and Payroll departments.

Senior Manager, Benefits and People Operations (Remote) Full Description

Be a Part of our Team!

Join a working team that is dedicated to the mission of the work we do!

Teaching Strategies is an innovative edtech organization focused on connecting teachers, children, and families. As front runners in the early childhood education market, we build dynamic, top-quality digital products that integrate all of the essential elements of a high-quality solution: curriculum, assessment, professional development, and family engagement. We are building a team of results-oriented individuals who will thrive in a collaborative, work-hard/play-hard culture. We pride ourselves on the impact we have on the early childhood field through supporting teachers who are doing the most important work there is, teaching children to become creative, confident thinkers.

Position Overview

The Senior Manager, Benefits and People Operations is responsible for managing the day-to-day operations of the company's employee benefits programs, HR systems, people analytics, and operational processes that support the employee experience.

This role serves as the primary owner of benefits administration while also supporting broader People Operations initiatives, including HRIS administration, workforce reporting, compliance, process improvement, and operational support. The People Operations Manager partners closely with brokers, vendors, Finance, Payroll, and internal stakeholders to ensure programs are administered efficiently, compliantly, and with a strong employee experience focus.

The ideal candidate is highly organized, analytical, customer-focused, and capable of translating complex data
and processes into meaningful insights and solutions.