School scheduling is a hard problem, one that technology was meant to solve. Yet for decades, the master schedule has been built by hand, consuming educators’ valuable time while delivering a sub-optimal result for students. We started Timely to build the tool we wish we had when we were in schools. And today, we are changing how schools create high quality schedules for teachers and students. Timely combines groundbreaking AI technology with support from a team of expert school schedulers: saving schedulers’ time, and surfacing opportunities for leaders to unlock staff potential. Timely delivers optimized master schedules that are more efficient, accommodate diverse educator needs, and enable student access to courses and pathways that impact their lives.
Our district and school partners agree: scheduling is a key opportunity for educational innovation, and that Timely is the indispensable partner in addressing the challenge. We’re experiencing exciting growth as a company, while doubling down on our mission and people-centered approach to leveraging powerful technology. We serve districts and charter school organizations across 15+ states, growing (and renewing) at rates that lead the education technology industry. This growth has been driven by our strong product-market fit, deep understanding of education, and commitment to customer success.
About the roleWe’re hiring a California-based Account Executive to drive new business with K–12 school districts, selling at the cabinet level (Superintendents, CAOs, CTOs).
You’ll be responsible for building and closing pipeline within your territory, leveraging your network, generating new opportunities, and guiding districts through a consultative, high-trust sales process.
The ideal candidate knows this space, understands how districts make decisions, and can operate with urgency ahead of the scheduling season. This role includes regular travel (approximately 25–30%) for conferences, district meetings, and in-person relationship building.
What you'll ownBuild and close pipeline across a defined territory, with a target of ~$1M+ in new annual bookings
Engage district leadership (Superintendents, CAOs, Assistant Superintendents of Curriculum & Instruction, CTOs) in high-impact, consultative sales conversations
Translate district priorities (academic outcomes, staffing constraints, budget pressures) into a compelling case for change
Leverage and expand your network to open doors and accelerate trust within target districts
Partner cross-functionally with Success, Product, and Leadership to ensure strong deal execution and long-term outcomes
Maintain disciplined pipeline management and forecasting in HubSpot (or similar CRM)
Proven closer in K–12 - 5+ years exceeding new business quotas selling into districts
Deep understanding of district dynamics — how decisions get made, who influences them, and how to navigate complexity
Strong existing network across district leaders (CA, AZ, West region preferred)
Self-starter mentality - able to generate pipeline, create momentum, and operate with autonomy
Consultative sales skillset - able to uncover root challenges and position solutions tied to real district impact
High accountability and ownership - you take responsibility for your territory and results
Team-first mindset with the ability to collaborate cross-functionally
Health: medical, dental, vision, and an employee contribution-only 401(k) plan
Personal growth: at our current early stage there will be many professional development opportunities as the company grows and evolves requiring our founding staff to grow with it
Flexible PTO
What We Do
Unlike the typical cumbersome approach to school scheduling, Timely’s solution combines AI-powered, intuitive, schedule optimization technology with expert support end to end, empowering leaders to efficiently create schedules that optimize for student, academic, and resource priorities.
