Senior Operations Associate

Headway; United States; Remote; USD 76,000 - 112,000; Full time

Benefits offered by this job

Equity compensation

Medical, Dental, Vision coverage

HSA/FSA

401K

Work-from-Home Stipend

Therapy Reimbursement

16-week parental leave

Carrot Fertility reimbursement

13 holidays + Holiday Break

Flexible PTO

EAP

Training and professional development

Job summary

Headway is building a platform to transform mental healthcare access in the United States. As a Senior Operations Associate, you will operationalize and scale core workflows affecting hundreds of thousands of patients and providers nationwide, delivering high‑quality operational health and bridging product, data, and operations to drive future‑first solutions.

You will own scalable processes, design execution strategies, and work closely with product and data teams to improve efficiency,

Qualifications

• 3–5 years of experience in consulting, operations, investment banking, or related fields.
• Operations experience at a high-growth startup is a plus.
• Strong data-driven and analytical capabilities.

Responsibilities

• Drive build, execution, monitoring and scaling of scalable products and processes.
• Identify opportunities for efficiency and automation.
• Lead cross-functional efforts with product, engineering, payer and CX teams to hit OKRs.

Skills

Operations experience

Data-driven

Cross-functional collaboration

Self-starter

Systems thinking

Job description

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s 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. We've automated that.

But we're going further. Over 90,000 providers across all 50 states run their practice on our software, serving over 2.6 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, and building much of it with AI. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, 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.

To power this mission, we're building a world-class Operations team that enables efficiency, growth, and quality. As a member of this team, you will have a material impact on the trajectory of Headway and own workflows and processes that are core to the impact we deliver for our patients, providers, and payer partners.

As a Senior Operations Associate, you will operationalize and scale core workflows that will deliver real-world impact to hundreds of thousands of patients and providers around the country. You will be responsible for designing and implementing world-class execution strategy to ensure high-quality operations and you will also be an operational bridge to our product and data teams at Headway in order to drive the future-first nature of the solutions you deliver.

This role is core to ensuring the operational health of our business and will provide you with deep exposure to the unique mechanics of the healthcare system. This is an opportunity to get hands-on in a data- and product-first environment and own outcomes core to the success of our business.

• You Will:

  • Drive the build, execution, monitoring & ongoing implementation of scalable products and processes that enable us to deliver on core business challenges

  • Leverage your operational expertise to identify opportunities for improved efficiency and automation

  • Support and lead cross-functional efforts with our product, engineering, payer, and CX teams to drive core ops processes and achieve team OKRs.

• You’d be a great fit if…

  • You have 3-5 years of experience in consulting / operations / investment banking or related experience; operations experience at a high-growth startup is a plus.

  • You are a self-starter, and are constantly pushing toward clarity and execution.

  • You are highly data-driven and can drive complex analyses to identify key actionable insights.

  • You are a collaborator who proactively partners across teams while holding others and yourself accountable for business results.

  • You are a systems thinker, inclined to solve problems with product and automation.

Compensation and Benefits:

The expected base pay range for this position is $76,160 - $112,000, based on a variety of factors including qualifications, experience, and geographic location. In 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

Comprehensive benefits:

Medical, dental, vision, HSA/FSA, 401(k) including match for 2027!, Carrot Fertility reimbursement, and paid parental, medical and caregiver leave.

We believe a team's 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 https://headway.co/careers. 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 @findheadway.com 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.