Apply on company website San Francisco, United States of America Remote (Country) Full-time USD 128,000 – 183,000 / year

Waymark is hiring a Business Operations & Chief of Staff

Responsibilities

  • Lead the development and execution of long-term strategic planning, including setting multi-year direction and aligning resources with top priorities.
  • Translate corporate strategy into measurable goals and ensure effective allocation of people and budget to support them.
  • Design and manage annual and quarterly planning cycles across departments, integrating roadmaps and guiding prioritization.
  • Oversee the full OKR lifecycle, from goal definition to progress tracking and course correction, ensuring consistency and ownership.
  • Facilitate leadership team meetings, decision logs, and quarterly business reviews to maintain executive alignment.
  • Organize and lead executive offsites and leadership rhythm activities to drive strategic focus and team cohesion.
  • Deliver data-driven insights on company performance, highlighting risks, trade-offs, and actionable recommendations.
  • Act as a strategic operator for senior leaders, leading critical cross-functional projects in complex or uncertain areas.
  • Develop and manage internal communication plans to keep employees informed about strategy, progress, and key decisions.
  • Coordinate company-wide events, all-hands meetings, and leadership updates, overseeing content, messaging, and logistics.
  • Produce and refine high-impact executive communications, including announcements, strategy documents, and presentations.
  • Collaborate on board-level materials, shaping narratives and preparing decks for quarterly governance meetings.
  • Bridge the executive team and broader workforce by communicating direction and gathering feedback and early warnings.
  • Track and enforce follow-through on leadership decisions, assigning actions and ensuring timely resolution.
  • Build and refine core operational systems for planning, reporting, approvals, and inter-team coordination as the organization grows.
  • Manage decision infrastructure, including memo processes, approval workflows, and cross-functional reviews with key partners.

Responsibilities

  • Own the company's strategic planning system: refreshing the multi year strategic vision; translating company strategy into clear goals, priorities, and resource allocation decisions; designing and running company-level annual and quarterly planning cycles, rolling up department-level roadmaps and driving key prioritization decisions.
  • Drive the OKR / goal-setting process end to end — objective setting, results consolidation, progress monitoring, and corrective action — ensuring clarity, consistency, and accountability across all teams.
  • Run the executive operating rhythm: leadership team meeting cadence and agendas, decision tracking, quarterly business reviews, and executive offsites.
  • Provide executive leadership with insight and analysis on company performance, surfacing risks, trade-offs, and recommendations to inform key decisions.
  • Serve as a versatile utility player for the executive team: lead high-priority cross-functional initiatives and special projects, bringing structure and momentum to ambiguous problem spaces critical to Waymark's growth.
  • Own the company's internal communications strategy and calendar, ensuring employees understand company direction, priorities, progress, and key decisions.
  • Plan and produce all-company meetings, leadership communications, and company events — narrative, content, and logistics.
  • Draft and edit high-stakes executive communications: company-wide announcements, strategy narratives, decision memos, and executive presentations.
  • Co-lead the development of board narrative / decks for quarterly meetings.
  • Act as a conduit between the executive team and the broader organization — cascading decisions and strategic direction downward and channeling feedback, questions, and early signals of misalignment upward.
  • Ensure follow-through on decisions and commitments made in executive forums, routing actions to the right owners and driving them to closure.
  • Design, implement, and continuously improve the core operating processes that keep the company coordinated as it scales — planning, reporting, decision-making, administration, and cross-functional coordination workflows.
  • Own the company's decision-making infrastructure, including decision-memo process, approval workflows, and vendor and procurement review, in partnership with Partnerships, Finance, Legal, and Security.
  • Identify organizational friction, process gaps, and duplicated effort; partner with functional leaders to redesign workflows and clarify ownership.
  • Sustain and improve the company's collaboration processes and tooling to maximize productivity and coordination across teams, including thoughtful adoption of AI tools.
  • Build lightweight systems for planning, reporting, and accountability that scale with the company without adding unnecessary process.
Job Details
Location San Francisco, United States of America
Work mode Remote (Country)
Employment Full-time
Salary USD 128,000 – 183,000 / year
Category other
Posted 3 days ago
Application On company website
About company
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Waymark is a mission-driven team of healthcare providers, technologists, and builders working to transform care for people with Medicaid benefits. We partner with communities to deliver technology-enabled, human-centered support that helps patients stay healthy and thrive.
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