Director, People Operations

Job not on LinkedIn

🕒 October 16

🇺🇸 United States – Remote

💵 $212k - $265k / year

⏰ Full Time

🔴 Lead

👥 People Operations

Where this job comes from

Posted on Headway's careers page, not through a job board

First seen by Remote Rocketship October 16

Still open on Headway's site. Checked 1 hour ago.

Logo of Headway

Headway

201 - 500 employees

Founded 2019

🛡️ Insurance

💼 Consulting

📦 Logistics

Insurance • Consulting • Logistics

Headway is a platform that connects individuals with mental health providers, helping them find the right fit according to their needs and insurance coverage. By partnering with numerous insurance providers, Headway ensures that users can access mental health care affordably. It offers both in-person and virtual care options, and manages the payment and billing processes for a hassle-free experience. The platform's aim is to simplify the search and access to therapy and psychiatric support for users, allowing them to focus on their mental health without the administrative burdens.

📋 Description

• Own Headway's benefits strategy end-to-end, including funding model assessment and refreshed strategy implementation • Redesign employee support for leave, carrier and claims issues, benefits questions, and immigration • Ensure accurate and timely payroll delivery compliant across all states where Headway operates • Lead an overhaul of employee policies and streamline employee recordkeeping • Set the strategic roadmap for People Systems, primarily Workday • Partner with Human Intelligence and People Analytics to build agentic, self-service capabilities • Rebuild contingent worker lifecycle operations across onboarding, offboarding, extensions, and conversions using automated and AI-native workflows • Drive change adoption through training, documentation, and enablement • Measure reductions in manual effort, escalations, and workflow impact over time • Coach and develop a high-performing team of Managers and Associates • Partner closely with Finance and Legal • Report to the Director of Total Rewards and Operations

🎯 Requirements

• 10+ years of experience in People Operations or Total Rewards • At least 5 years managing and developing an exceptional team • Experience rebuilding People workflows and support systems on automated foundations • Experience eliminating meaningful manual effort, reducing error rates, or improving SLAs through automation • Fluency in modern data and automation tooling • Understanding of AI in the infrastructure layer of People programs • Ability to translate ambiguous business needs into a sequenced roadmap • Ability to communicate clearly across audiences • Experience managing workflows and data for thousands of employees and handling rapid scaling • Proven track record managing complex, cross-functional projects with diverse stakeholders • Familiarity with HR technology platforms such as Workday and Ashby, including integration and API capabilities is an advantage • Must be authorized to work in the United States

🏖️ Benefits

• Equity / meaningful ownership opportunities • Robust health and wellness benefits • Retirement savings • Remote work arrangement • Reasonable accommodations for persons with disabilities

Apply Now

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Similar Jobs

🕒 October 16

Delinea

1001 - 5000

🔒 Cybersecurity

☁️ SaaS

🏢 Enterprise

Director partnering with Delinea’s Product, Technology, and AI leaders. Shaping GM operating models, talent strategy, organizational design, and culture for its identity security platform.

🇺🇸 United States – Remote

💵 $170k - $200k / year

💰 Private Equity Round on 2021-03

⏰ Full Time

🔴 Lead

👥 People Operations

🕒 October 16

Chainlink Labs

201 - 500

💸 Finance

💳 Fintech

🌐 Web 3

People Business Partner guiding workforce planning, organizational design, and People programs. Supporting Product and Engineering teams at Chainlink, a blockchain oracle platform.

🕒 October 12

RYZE

11 - 50

🏥 Healthcare

💼 Consulting

📣 Marketing

People Operations Manager leading benefits, compensation, compliance, and employee relations for RYZE’s mushroom coffee wellness brand. Driving scalable HR processes across a fast-growing consumer health company.

🇺🇸 United States – Remote

💰 $1.5M Seed Round - RYZE Superfoods on 2022-03

⏰ Full Time

🟠 Senior

🔴 Lead

👥 People Operations

🕒 October 9

Ntiva, Inc.

501 - 1000

💼 Consulting

🏥 Healthcare

📦 Logistics

Director of People Operations leading benefits, employee relations, compliance, and HR services at Ntiva, a U.S. managed services provider. Managing the People Operations team and multi-state programs remotely.

🇺🇸 United States – Remote

💵 $110k - $145k / year

💰 Private equity on 2016-11

⏰ Full Time

🔴 Lead

👥 People Operations

🕒 October 9

Velo CFO

11 - 50

💼 Consulting

🤝 B2B

💸 Finance

Director of People Operations advising clients on organizational design, employee relations, and people strategy. Building scalable HR systems and managing benefits programs for a growing consultancy.

Developed by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com
Follow Remote Rocketship on LinkedInFollow Remote Rocketship on InstagramFollow Remote Rocketship on FacebookFollow Remote Rocketship on TikTok