Senior Strategic Planning Manager

Sorry, this job was removed at 04:18 p.m. (CST) on Friday, Aug 29, 2025
Easy Apply
Hiring Remotely in New York, NY, USA
In-Office or Remote
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Headway is building a new mental healthcare system, rewired for access and affordability.
The Role

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.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

As Headway’s Senior Strategic Planning Manager, you will own the development and execution of the various company strategic planning processes to establish a tightly coordinated operating cadence that unlocks our highest potential. You will be a key partner to the executive team and senior leadership in designing the processes required to define company strategy and ultimately translate that vision into actionable and measurable goals for the organization. This is an exciting opportunity for an experienced, detail-oriented leader who considers themselves a process and execution wizard to make a significant impact on Headway’s growth and success.

You will: 

  • Design and facilitate end-to-end strategic planning processes, including long-range planning, annual planning, quarterly OKRs and cross-functional goal alignment
  • Drive operational excellence and best practices in the goal setting process to ensure cross-functional alignment and that teams are accountable to top priorities
  • Partner closely with the executive team and senior cross-functional leaders to identify and remove roadblocks that inhibit execution of key goals and priorities
  • Develop and maintain company-wide goal tracking and reporting frameworks to provide visibility into performance and opportunities for improvement 
  • Manage and evolve planning frameworks and templates to scale alongside the company in rapid growth

You will love this role if:

  • You have 8-10+ years of experience in operational roles at high-growth tech companies, including background in strategy, strategic planning, business operations, or management consulting
  • You are operationally excellent, able to manage a large volume of moving pieces without breaking a sweat
  • You are a collaborator that proactively partners across teams while holding them accountable for results
  • You are extremely detail oriented and love building systems that scale
  • You seek an environment that fosters individual growth through open-feedback and high-autonomy
  • You are an excellent communicator with strong interpersonal skills

Compensation and Benefits:

The expected base pay range for this position is $140,080 $206,000, based on a variety of factors including qualifications, experience, and geographic location.
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
  • 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
  • Unlimited PTO
  • Employee Assistance Program (EAP)
  • Training and professional development

#LI-LN1

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 employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.

What the Team is Saying

Niki
Molly
April
Alicia

Similar Jobs

Headway Logo Headway

Head of Total Rewards and People Ops

Consumer Web • Healthtech • Professional Services • Social Impact • Software
Easy Apply
In-Office or Remote
New York, NY, USA
819 Employees
251K-314K Annually

Headway Logo Headway

Recruiter

Consumer Web • Healthtech • Professional Services • Social Impact • Software
Easy Apply
In-Office or Remote
New York, NY, USA
819 Employees
136K-179K Annually

Headway Logo Headway

Strategic Finance Lead, GTM

Consumer Web • Healthtech • Professional Services • Social Impact • Software
Easy Apply
Remote
USA
819 Employees
105K-155K Annually

Headway Logo Headway

Director, Provider Marketing

Consumer Web • Healthtech • Professional Services • Social Impact • Software
Easy Apply
In-Office or Remote
New York, NY, USA
819 Employees
226K-282K Annually
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

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.

Gallery

Gallery
Gallery
Gallery
Gallery
Gallery
Gallery
Gallery
Gallery
Gallery

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

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account