Business Operations Lead

Posted Yesterday
Be an Early Applicant
Hiring Remotely in USA
Remote
105K-155K Annually
Senior level
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Headway is building a new mental healthcare system, rewired for access and affordability.
The Role
Drive complex cross-functional initiatives, identify operational opportunities, build scalable workflows, analyze data, and deliver measurable improvements. The role owns initiatives from scoping through execution, coordinates stakeholders without formal authority, designs scalable systems and processes, and provides structured recommendations to support pod and organizational priorities.
Summary Generated by Built In

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 75,000 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 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.

About The Role

As Headway works to build a new mental healthcare system that everyone can access, we’re facing unique operational challenges and opportunities that come with growing and scaling at an unparalleled rate. We’re pushing the boundaries of the existing healthcare system so that we can fulfill our promise to providers, patients, and payers to create access to high quality providers across the nation. In order to do that, we’re building a world class operations team that enables efficiency, growth, and quality, and as a member of this team, you will have the opportunity to have a material impact on the trajectory of Headway and help define a function core to the livelihood of our business and the impact we deliver for our partners and clients.

As a Business Operations Lead, you will drive complex, cross-functional initiatives that advance pod-level objectives. You'll work independently to identify opportunities, address dependencies, and ensure alignment across stakeholders - turning ambiguous problems into structured analyses, scalable processes, and clear recommendations. You'll bring analytical rigor to root-cause investigations, design workflows and tooling that improve efficiency and reliability, and own initiatives end-to-end from scoping through delivery. This role requires strong problem-solving skills, a builder's mindset toward operational design, and the ability to coordinate across teams to drive measurable outcomes.

What you’ll do at Headway

  • Drive complex, cross-functional initiatives that advance pod-level objectives - identifying opportunities, addressing dependencies, and ensuring alignment across stakeholders.

  • Build and operate scalable workflows and processes (0→1) that improve efficiency, reliability, and throughput across your domain.

  • Leverage data tools to extract insights, validate assumptions, and inform decisions, synthesizing findings into clear recommendations that guide pod and organizational priorities.

  • Plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics – driving accountability across functions without formal authority.

You’ll be great for this role if you:

  • You have 5+ years of experience in operational roles at high-growth companies; background in consulting, finance, or business operations preferred but not required.

  • You independently deconstruct complex problems into structured, testable components - and you're comfortable working through ambiguity without waiting for full clarity.

  • You're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and streamline workflows.

  • You design systems with scale in mind - anticipating bottlenecks, iterating based on feedback, and codifying learnings into playbooks and standards.

  • You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.

  • You take calculated risks and make decisions that advance pod objectives, anticipating downstream impacts before taking action.

  • You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.

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.

Skills Required

  • 5+ years of experience in operational roles at high-growth companies
  • Proficiency with AI and data tools such as Looker, Excel, SQL, and dashboards
  • Ability to deconstruct complex problems into structured, testable components
  • Experience designing scalable systems, workflows, processes, playbooks, and standards
  • Ability to coordinate resources and align priorities across teams
  • Background in consulting, finance, or business operations

What the Team is Saying

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Molly
April
Alicia

Headway Compensation & Benefits Highlights

  • Healthcare Strength — Multiple Cigna medical, dental, and vision options with most premiums covered, plus employer‑paid life and disability, indicate robust coverage. Transgender‑inclusive care and FSAs further strengthen the package.
  • Parental & Family Support — Up to 16 weeks of fully paid parental leave with day‑one eligibility and inclusive family‑forming benefits via Carrot Fertility signal strong support for caregivers. This breadth spans birthing, adoptive, and foster scenarios.
  • Wellbeing & Lifestyle Benefits — A dedicated mental‑health HRA reimbursing therapy costs up to $2,100 per year and an EAP underscore meaningful wellbeing investment. Remote‑first setup with home‑office, telecom, commuter support, and periodic office lunches adds day‑to‑day flexibility.

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The Company
HQ: New York, NY
819 Employees
Year Founded: 2019

What We Do

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

Why Work With Us

The demand for mental health care has never been higher, underscoring the need for solutions like Headway that increase accessibility to clinical care. 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.

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Headway Offices

Remote Workspace

Employees work remotely.

Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle.

Typical time on-site: None
HQNew York, NY
San Francisco, CA
Seattle, WA
Learn more

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