Senior Director, Payer Sales

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

Two Chairs is at an exciting growth stage and is seeking a dynamic and high-energy sales expert to support our growth in the payer market. Join our team as we seek to impact even more individuals with exceptional, integrated mental health care. 

As the Senior Director, Payer Sales, you will be a key member of the Growth organization reporting to the SVP of Commercial. You will lead the sales activities and relationships for some of our most strategic payer prospects. You will have responsibility for driving new business and expanding existing relationships, moving the sale from strategic planning and lead identification through the sales process to contract close and will work with both regional and national payers. The ideal candidate will have a proven track record of selling solutions into health plans, a deep understanding of the payer business models, and the ability to navigate complex decision-making processes.

The role is strategic, consultative, and performance-driven - perfect for a sales professional who excels at building trusted partnerships and consistently exceeds revenue goals.

Core Areas of Responsibility

• Develop and execute a strategic sales plan to achieve and exceed revenue targets within new health plan/payer accounts
• Identify, qualify and close new business opportunities with regional and national health plans
• Build and maintain strong executive level relationships
• Partner crossfunctionally with internal teams to deliver customized solutions that address client needs
• Lead contract negotiations, RFP responses and long-cycle sales processes
• Provide market feedback and insights to inform product strategy and competitive positioning
• Maintain accurate sales forecasting and CRM documentation to ensure pipeline visibility.

Qualifications 

• 5+ years of sales experience with at least 3 years focused on health plan sales and strategic relationships.
• High motivation for selling complex solutions to a buyer with multiple stakeholders
• Proven experience or strong commitment to behavioral health
• Demonstrated success achieving multi-million dollar revenue targets or securing agreements that open access to millions of health plan lives
• Strong understanding of payer business models, reimbursement, and health plan operations.
• Exceptional communication, presentation and relationship-building skills.
• Experience owning end-to-end sales cycles, from responding to RFPs, structuring value-based contracts and contract negotiations.
• Self-starter with the ability to work independently while collaborating with cross-functional teams.
• Bachelors degree (MBA a plus)

Compensation & Benefits

The offer range is dependent on qualifications and experience. New hires can reasonably expect an offer between $180,000 and $200,000.  The full salary range for this full-time, exempt role is $180,000 - $220,000 with an additional incentive compensation plan aligned with sales goals.

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.