WHO WE ARE

Timely is your home for secondary master scheduling featuring AI optimization and support from a team of educators who know and have lived scheduling. Not only does Timely save time and headache, it unlocks resources so district and charter leaders can build a schedule that drives staffing and budget efficiencies.
We founded Timely to build the tool we wish we’d had when we were in schools - hoping to save school leaders hundreds of hours of wasted time while allowing district leaders to enable their academic, budget and staffing priorities. Our solution addresses the needs of school-based employees who toil away building schedules and central office employees who need visibility into them.
After completing a successful pilot during the 2022-23 school year, we have scaled our impact across the country. Through a lean approach, we’ve achieved impressive growth - 8.0x and 3.6x ARR increases in consecutive years - with extraordinary renewal rates (95% logo retention, 96% gross revenue retention). Today, Timely is serving schools across 14 states and Washington D.C. This growth has been driven by our strong product-market fit, deep understanding of education, and commitment to customer success.

WHAT WE ARE LOOKING FOR IN CANDIDATES

We’re seeking a versatile, well-rounded individual who can thrive in multiple domains and bring a diverse skillset to our founding team. This role requires someone who can seamlessly move between strategic thinking and tactical execution across various functional areas.

Core competencies we’re looking for:

• Project management excellence: Proven ability to manage complex, cross-functional initiatives from conception to completion, with strong organizational skills and attention to detail
• Strategic planning and execution: Experience developing comprehensive strategic plans and translating vision into actionable roadmaps that drive measurable results
• Exceptional communication and writing: Outstanding written and verbal communication skills, with experience creating executive-level materials, presentations, and external stakeholder communications
• Leadership and team coordination: Experience managing teams, facilitating meetings, and coordinating across multiple stakeholders and functional areas
• Systems and process design: Ability to build scalable operational systems and organizational processes from the ground up
• Analytical and data proficiency: Strong quantitative skills with experience in data analysis, KPI development, reporting dashboards, financial modeling, and business intelligence analyses
• Education sector knowledge: Understanding of K-12 education, ideally with experience in district, school-based, or edtech roles
• Startup adaptability: Willingness to roll up sleeves, wear multiple hats, and work in a scrappy, fast-moving environment where priorities can shift quickly

Additional qualifications that would set you apart:

• Management consulting experience: Background in strategic planning, organizational development, and/or business transformation
• Startup or high-growth company experience: Track record of scaling operations and building systems in entrepreneurial environments
• HR and talent development experience: Experience designing performance management systems, hiring processes, and organizational development programs
• Financial planning and analysis: Experience with budgeting, forecasting, and capital allocation strategy

ABOUT THE ROLE

As Founding Chief of Staff at Timely, you’ll be a key member of our team responsible for driving cross-functional coordination/leadership, strategic initiatives, talent strategy, and supporting our CEO and team leaders to scale our impact. This is a unique opportunity to shape the future of an education technology company with strong signs of product-market fit and help build the team, culture, systems, tools, and processes that will enable our continued growth.

ROLE & RESPONSIBILITIES

The Founding Chief of Staff will lead critical aspects of Timely’s strategic operations and organizational development:
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Team coordination & leadership

• Team Coordination: Manage all-staff agendas and follow-ups; coordinate Steering Committee meetings and follow-ups; oversee retreat planning and logistics; general cross-functional communication and alignment
• Strategic Planning: Design, build, and implement an annual strategic plan and goal development process for the company, by functional areas, and for individuals in partnership with the CEO, Head of Operations, and Steering Committee
• Strategic Initiatives & Project Management: Partner with the CEO and Steering Committee to oversee and project manage critical/sensitive cross-functional initiatives
• Cross-functional collaboration and leadership: Collaborate closely across all teams to ensure alignment on strategic priorities and execution of company-wide initiatives; serve as a liaison between the CEO and various teams, ensuring clear communication and accountability across the organization
• Talent strategy
• Performance Management: Design, build, and implement an annual performance management process with career development frameworks to support our growing team
• Strategic support to the CEO
• Data & Analytics: Help support ad hoc analytical needs, such as the development of KPIs, reporting dashboards, and business intelligence; lead analyses to inform sales forecasting, financial planning, budgeting, and capital allocation strategy
• External Stakeholder Communication: Design and build materials for board meetings, grant applications, and other stakeholder communications such as the authoring of white papers that capture Timely’s impact with specific customers
• General Support: Provide strategic and operational support to the CEO and Steering Committee across various initiatives to help generate capacity for high-impact work
• Be part of the brain trust to build a lasting and valuable company
• Our small and quick-moving team is committed to both impact and scalable growth, and this role will work hand-in-hand with the CEO, CTO and other senior leaders in making and implementing major decisions that determine Timely’s future