Director, Finance (B2B)

Headspace; United States; Hybrid; USD 138,600 - 230,000; Full time

Benefits offered by this job

Equity options

Comprehensive healthcare coverage

Monthly wellness stipend

Lifetime Headspace membership

Job summary

A leading mental health organization is seeking a Director of Finance (B2B) to lead financial strategies and insights for the employer business. This role requires over 10 years of finance experience, strong analytical abilities, and leadership in a fast-paced B2B environment. The ideal candidate will collaborate with cross-functional teams to drive strategic growth while managing a small finance team. The position offers remote work flexibility within the US along with competitive salary and benefits.

Qualifications

• Experience in a B2B or enterprise SaaS environment, ideally digital health.
• 3-5 years of people management experience required.
• Proven success supporting finance for commercial organizations.

Responsibilities

• Shape long-term growth strategies aligning business priorities with resource planning.
• Develop scalable planning processes including quarterly and annual budget cycles.
• Lead team members and provide impactful financial insights to senior audiences.

Skills

Business partnership skills

Analytical skills

Strong communication skills

Leadership abilities

Expertise in financial processes

Education

10+ years of finance experience

MBA / CPA / CFA preferred

Tools

Excel

PowerPoint

Job description

Join to apply for the Director, Finance (B2B) role at Headspace

Join to apply for the Director, Finance (B2B) role at Headspace

About the Director, Finance (B2B)at Headspace:

As Director of Finance, you will serve as the strategic finance leader for our Employer (B2B) business, owning end-to-end financial insight, forecasting, and strategic planning while guiding investment decisions and long-term growth strategy. You will report directly to the VP of FP&A and serve as the primary finance partner to cross-functional leaders across Sales, Partnerships, Client Success, and Marketing—translating business priorities into actionable financial plans, trade-off decisions, and performance insights.

We are looking for an experienced financial professional, with strong analytical skills. You will also have demonstrable experience of acting as a strategic thought and business partner, supporting and challenging non-finance stakeholders. The ideal candidate will have worked in the high-tech industry and will enjoy operating in a fast-paced, entrepreneurial environment.

What you will do:

• Primary finance lead for our Employer (B2B) business, shaping long-term growth strategies by aligning business priorities with resource planning, revenue modeling, and performance insights.
• A trusted advisor to the Finance Leadership team and business stakeholders, proactively highlighting risk and opportunities related to business growth and optimal investment decisions or outcomes and providing business modeling and what-if scenarios specific to the Employer channel
• Lead the development of scalable planning processes for the B2B function, including quarterly and annual budget cycles, forecast accuracy, and performance management practices.
• Drive strategic planning initiatives including market expansion, pricing strategy, and ROI analysis of new GTM investments. Partner on pricing, large contracting and negotiation of employer and partnership deals.
• Support Sales & GTM strategy through rep-level productivity modeling, LTV/CAC analysis, and funnel conversion insights to optimize customer acquisition and retention.
• Lead, coach, and develop finance team members, while serving as a cross-functional thought partner and change agent across the organization.
• Business Partnership with clear, impactful financial insights and strategic recommendations to senior non‑finance audiences, including executive leadership and Board materials when required.
• Partner with Sales, Partnerships, Client Success, Product, Marketing, and Data teams to drive alignment on commercial strategy, resource deployment, and performance optimization — translating financial data into executive-level decisions.
• This role will directly manage 1 manager and 2 analysts, with scope to grow the team in line with business needs.

What you will bring:

Required Skills:

• 10+ years of progressive finance experience, with a focus on business partnership, strategic planning, and performance optimization, within a complex B2B or enterprise SaaS environment, ideally with experience in digital health.
• At least 3-5 years of people management experience
• Proven success supporting or leading finance for a B2B business unit or commercial organization
• Ability to influence all levels of leadership to drive actions, behaviors, decisions and business outcomes
• Ability to lead teams to deliver exceptional results and drive business growth
• Exceptional track record of self-motivation, prioritization, initiative, and integrity
• Strong written and oral communication skills with experience in presenting to business partners with confidence, conviction, and credibility
• Advanced experience with Excel and PowerPoint applications

Preferred Skills:

• Ideally will have experience in both private and public companies
• Familiarity with tools and processes used in go-to-market planning, enterprise sales forecasting, or customer segmentation.
• MBA / CPA / CFA designation preferred but not required
• Experience with EPM (e.g. Adaptive Insights) systems a plus
• Experience with Tableau a plus

Location:

We are currently hiring this role remotely in the US and Hybrid for San Francisco (SF) and Los Angeles (LA). Candidates must permanently reside in the US full-time.
For candidates with a primary residence in the greater SF and LA areas, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model.

The anticipated new hire base salary range for this full-time position is $138,600-$230,000+ equity + benefits.

Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.
Your recruiter will provide more details on the specific salary range for your location during the hiring process.

At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process.

About Headspace

Headspace exists to provide every person access to lifelong mental health support. We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.

At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.

Why You’ll Love Working Here:

• A mission that matters—with impact you can see and feel
• A culture that’s collaborative, inclusive, and grounded in our values
• The chance to shape what mental health care looks like next
• Competitive pay and benefits that support your whole self

How we feel about Diversity, Equity, Inclusion and Belonging:

Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.

As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.

*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace.Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.

Headspace participates in the E-Verify Program.

Privacy Statement

All member records are protected according to our Privacy Policy . Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.

As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment.

Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.

For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Finance and Sales

• Industries

  Mental Health Care

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