K-12 Account Executive

TimelyCare is a clinically accountable virtual care provider built specifically for education. Trusted by nearly 500 campuses across the U.S., TimelyCare combines URAC-accredited clinical standards with a measurement-based approach and a partnership-first model to help institutions champion well-being with clarity, accountability, and real-world impact. Through a seamless, easy-to-access platform, TimelyCare offers a comprehensive range of services, including a crisis line, mental health counseling, on-demand emotional support, medical care, psychiatric care, health coaching, success coaching, basic needs assistance, faculty and staff guidance, peer support, and self-guided wellness tools. TimelyCare drives clinically validated improvements in depression and anxiety, supporting healthier learning environments.

The Role

TimelyCare is expanding into the K-12 market, bringing critical mental health and well-being solutions to school districts across the country. This is a ground-floor opportunity to help build a new market and drive meaningful impact for students and educators. The K-12 Account Executive reports directly to the Chief Strategy Officer, reflecting the strategic importance of this role.

We are looking for a true hunter, someone who thrives on creating opportunity, opening doors, and closing new business in complex environments. You will be on the front lines of TimelyCare’s expansion into K-12. Your ability to generate and close new business will directly shape our success in this market and expand access to care for students nationwide.

Location

This is a remote position. Reviewing candidates across the country.

What You’ll Do

• Build and manage a high-quality pipeline within K–12 school districts, with a strong emphasis on funnel health, stage progression, and conversion efficiency
• Drive consistent pipeline creation through disciplined outbound prospecting, including targeted outreach, conference engagement, and ecosystem development within assigned territories
• Own deal execution end-to-end, with a clear focus on advancing opportunities through each stage of the funnel, from initial engagement through procurement and close
• Demonstrate strong command of the K–12 buying cycle, proactively navigating long, multi-stakeholder sales processes including board approvals, budget alignment, and procurement requirements
• Engage and align diverse district stakeholders (Superintendents, Cabinet leaders, Finance, Student Services, and Counseling teams) ensuring momentum and consensus at each stage of the deal
• Maintain rigorous pipeline hygiene and forecasting accuracy, using data to prioritize opportunities, identify risk, and drive consistent quota attainment
• Effectively map and manage decision processes within districts, including funding sources (grants, Title, state/local budgets) and timing constraints, to accelerate deal closure
• Consistently meet or exceed new business targets through disciplined funnel management, strong closing capability, and effective navigation of complex public sector sales environments
• Partner closely with BDRs and the broader GTM team to generate pipeline, while actively feeding back market insights, messaging gaps, and buyer signals to continuously sharpen go-to-market strategy and execution
• Performs additional tasks and projects as needed to support the evolving needs of team objectives and company goals.

• 3+ years experience selling into the K–12 market
• Bachelor’s Degree required
• Proven closer in K–12 net new logo sales - you know how to break into districts and win
• Intellectually curious about how state-level priorities, policy, and funding decisions translate to district-level action; you take the time to understand the landscape and use those insights to drive more effective territory strategy and deal execution
• Deep command of the K–12 buying process, including how decisions actually get made, who matters, and how to navigate budget cycles
• A true hunter mentality; you don’t mind creating your own pipeline, can open doors with senior district leaders, and don’t wait for leads
• Skilled in funding conversations - you can connect solutions to grants, Title funding, and district budgets in a way that drives action
• Comfortable building from zero; you thrive without a playbook and bring structure, energy, and accountability to new markets
• Strong executive presence - you can confidently engage Superintendents, Cabinet leaders, and Boards and move them toward decision
• Competitive, resilient, and results-driven; you stay on deals, push through obstacles, and close

• Paid Company Holidays + No work on your birthday!
• Flexible PTO + Volunteer Time Off (VTO) as an organization to give back to the community
• Incentive compensation plan included
• Company-sponsored Health Insurance (Medical, Dental, Vision) + Pet Insurance
• Company-paid group Life Insurance + Company-paid Short Term Disability
• Concierge benefit support services
• 401(k) with employer match
• Free access to TimelyCare virtual medical and mental health support
• Mission-Driven Purpose with a Supportive Team Culture

TimelyCare provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.