Senior Manager, People Systems & Operations

1 in 4 people in the US have a treatable mental health condition but most providers dont accept insurance making therapy too expensive for most people. Headways mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing claims payment reconciliation - is a nightmare. Weve automated that.

But were going further. Over 70000 providers across all 50 states run their practice on our software serving over 1 million patients. We are building the best tools for therapists to run their entire practice reimagining the experience of finding a therapist and investing in the platform foundations to enable this at scale. We arent just a billing layer; we are becoming the platform where care actually happens.

Were a Series D company with $325M in funding (a16z Accel GV etc.) looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us and help change mental healthcare for the better.

About the Role

Headway is looking for a Senior Manager People Systems & Operations to join the People team to lead our HR technology strategy and operations. You will work closely with the Director of Total Rewards and People Operations to build and optimize a scalable People technology ecosystem that supports Headways growth. This is a unique opportunity to lead a team in managing our systems while enhancing the daily service experience for all Headway employees.

Were looking for a people leader with deep expertise in People Systems and Operations including technical Workday administration skills who is proactive and able to thrive in a high-growth environment. You will be critical to ensuring our People initiatives are supported by robust high-performing systems that leverage emerging technologies and automation.

You Will

• Design strategic People Systems suite including Workday optimizations in partnership with our People Systems Engineer
• Improve technology in order to scale Headways lifecycle operations to provide efficient support and automations for the employee lifecycle as well as the internal People team
• Manage and develop a team of People systems and operations professionals fostering a culture of continuous improvement and excellence
• Partner cross-functionally (IT People Partners etc) to visualize and plan system integrations and workflows intuitively and securely
• For all systems workflows and programs whether creating new or optimizing legacy processes:
• Scope roadmaps and timelines focused on simplicity efficiency and the strategic adoption of AI tools
• Develop and lead Change Adoption programs including the creation of training resources to ensure clarity for all staff
• Evaluate service delivery success maintaining benchmarks for resolution and response times
• Continuously iterate and improve People team workflows
• Assess recommend and implement new tools and platforms as Headway grows

Youd Be a Great Fit If

• You have 10 years of experience in People Operations and Systems with at least 5 years specifically focused on Workday administration
• You have a track record of managing and developing a team of People professionals
• You are deeply knowledgeable and adept in Workday (HCM Advanced Compensation Absence & Time Tracking) and other People systems (examples: Google Workspace CultureAmp Greenhouse Glean)
• You are a strategic thinker who can map out a multi-year roadmap while also executing tactical configurations and integrations
• You are highly organized and have a proven track record of managing highly complex cross-functional projects with diverse stakeholders
• You function well in a high-paced environment having experience managing workflows for thousands of employees and handling rapid scaling
• Youre skilled in technical support and enablement capable of training staff on new platforms and building internal knowledge centers
• You collaborate and build credibility across the organization through strong communication

Compensation and Benefits:

The expected base pay range for this position is $169000-$212000 based on a variety of factors including qualifications experience and geographic addition to base salary this role may be eligible for an equity grant depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package including robust health and wellness benefits retirement savings and meaningful ownership opportunities through equity. Compensation decisions are made holistically ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical Dental and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

We believe a teams strength is in its people and we cannot achieve this mission without a team that reflects the diversity of this problem across race ethnicity gender sexuality age national origin religion family status disability military status and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process to perform essential job functions and/or receive other benefits and privileges of employment please inform the recruiter when they contact you to schedule your interview.

Headway participates in E-Verify. To learn more click here.

A notice to Headway applicants: To protect yourself against phishing and recruitment fraud please note that Headway only accepts applications through our official careers page at Headway will never refer you to external websites ask for payment or personal information or conduct interviews via messaging apps. All official communication will come from a @ email address. If you are contacted by someone claiming to be from Headway via an unofficial channel please do not share any information and report it as spam.