Director, Total Rewards at Two Chairs

T
Two Chairs

Director, Total Rewards

185k - 264k USD

Remote

Full Time

#Mental Health

#Health Care

#Total Rewards

#Compensation

#Benefits

#Compliance

#HRIS

#Data Analytics

#Vendor Management

#Executive Compensation

Two Chairs is looking for a Director, Total Rewards

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Two Chairs is building a new kind of mental health system based on the idea that the status quo isn’t good enough. Industry-best clinician experiences, better client outcomes, groundbreaking innovation, and access to the highest quality care are how we’ll raise the bar for the entire industry. With that, we're excited and honored to have been recognized as a 2025 Great Place to Work, 2024 Fortune Best Workplaces in the Bay Area, and 2024 Inc.’s Best in Business 

One of our company values is "Embrace Differences" and diversity, equity, inclusion, and belonging are the principles guiding how we build our business and teams. We encourage interested candidates from all backgrounds to apply even if they don't think they meet some expectations of the role.

About the role
The Director, Total Rewards is a strategic leadership role on the People Team at Two Chairs responsible for leading the design, implementation, and management of our compensation and benefits programs. This critical leadership role within our People Team will ensure our total rewards offerings attract, retain, and motivate top talent, aligning with our business objectives and fostering a high-performance culture.

Core Areas of Responsibility

Strategic Total Rewards Leadership

  • Refine and evolve Two Chairs' compensation philosophy, encompassing base salary, variable pay, and long-term incentives.
  • Conduct comprehensive market research and benchmarking to maintain competitive pay structures and ensure internal equity.
  • Design, evaluate, and administer a full portfolio of employee benefits, including health, welfare, retirement (401k), life insurance, disability, and wellness programs.
  • Identify and implement innovative benefit solutions that enhance employee well-being and engagement.
  • Develop and manage executive compensation programs, partnering closely with the Board of Directors.
  • Design and implement effective employee recognition programs that reinforce desired behaviors and appreciation.

Operations, Compliance & Analytics

  • Oversee the day-to-day administration of all compensation and benefits programs, ensuring accuracy and timely processing.
  • Ensure all total rewards programs comply with federal, state, and local labor laws and reporting requirements (e.g., FLSA, ERISA, ACA, HIPAA).
  • Leverage HRIS (experience with Rippling is a plus) and other total rewards technology to optimize administration, data management, and reporting.
  • Select, negotiate, and manage relationships with external vendors, consultants, and brokers.
  • Utilize data analytics to assess program effectiveness, identify trends, and provide actionable insights to leadership.
  • Prepare and present reports on key total rewards metrics, financial implications, and strategic recommendations to executive leadership and the Board.

Communication & Collaboration

  • Develop and execute comprehensive communication strategies to educate employees on their total rewards package.
  • Partner closely with HR Business Partners, Legal, Finance, and other stakeholders to ensure total rewards strategies support overall business objectives and talent acquisition efforts.

Impact and Success Indicators 

Where you’ll make an impact in the first 90 days:

The first 90 days should be focused on rapidly understanding the current state, building relationships, and identifying opportunities for immediate impact. With a deep dive into the current state, you’ll:

  • Conduct a comprehensive total rewards audit and compliance check.
  • Gain a deep understanding of current projects, key stakeholders, and existing timelines.
  • Prioritize work, identify communication gaps, establish metrics, and achieve early wins.

 Where you’ll make an impact in the first year:

  • Solidify the total rewards foundation and implement strategic changes.
  • Ensure the total rewards strategy fully supports the company's growth and talent objectives.

What We're Looking For

  • Progressive leadership experience in Total Rewards, ideally with a blend of strategic, analytical, and hands-on operational expertise.
  • Proven experience designing, implementing, and managing diverse compensation programs (base pay, variable pay, long-term incentives).
  • Expertise in designing, evaluating, and administering a full suite of health, wellness, and retirement plans, including benefit plan renewals and vendor negotiations.
  • Demonstrated experience in executive compensation.
  • Extensive experience conducting market research, participating in salary surveys, and utilizing benchmarking data.
  • Strong proficiency in compliance (FLSA, ERISA, ACA, HIPAA) and managing internal/external audits.
  • Proven ability to build strong relationships and influence diverse stakeholders.

Compensation & Benefits

The offer range is dependent on qualifications and experience. New hires can reasonably expect an offer between $185,000 and $200,000. The full salary range for this full-time, exempt role is $185,000 to $264,000. 

Additional perks and benefits:

  • Equity in a high-growth start-up
  • Paid time off, including nine paid holidays and an additional Winter Office Closure from Christmas Day (Observed) through New Year's Day
  • Comprehensive medical, dental, and vision coverage
  • 401(k) Retirement savings options
  • One-time $200 Work from Home reimbursement
  • Annual $1,000 Productivity & Wellness Stipend to support your personal and professional goals
  • Annual $500 subsidized company contribution to your healthcare FSA or HSA
  • Paid parental leave

Outreach Notice to Applicants

We are thrilled that you’re interested in joining our team! To ensure a consistent and equitable hiring process for all candidates, we kindly ask that you refrain from reaching out to current employees regarding the role, your application, or the interview process. Our talent acquisition team is committed to carefully reviewing all applications and will reach out directly if they decide to move forward.


All applicants must be authorized to work for ANY employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time.

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Two Chairs

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