Chief of Staff, Business Operations

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Waymark

11 - 50 employees

Founded 2018

📣 Marketing

🤖 Artificial Intelligence

Marketing • Artificial Intelligence • Advertising

Waymark is a creative technology company that leverages artificial intelligence to revolutionize ad production. Their platform enables users to create high-impact, agency-quality video ads quickly and effortlessly, without requiring prior experience. By personalizing ads with a brand's unique content and utilizing AI-driven creativity, Waymark allows businesses to unlock new revenue streams and enhance their marketing strategies. With their cutting-edge tools, users can produce custom-tailored ads in minutes, significantly reducing the cost and time of traditional ad production.

📋 Description

• Own Waymark’s strategic planning system, including multi-year vision, company goals, resource allocation, annual and quarterly planning, and department roadmap rollups. • Drive the OKR/goal-setting process, including objective setting, results consolidation, progress monitoring, and corrective action. • Run the executive operating rhythm, including leadership meetings, decision tracking, quarterly business reviews, and executive offsites. • Provide executive leadership with company performance analysis, risks, trade-offs, and recommendations. • Lead high-priority cross-functional initiatives and ambiguous special projects. • Own the internal communications strategy and calendar. • Plan and produce all-company meetings, leadership communications, and company events. • Draft and edit executive communications, strategy narratives, decision memos, and presentations. • Co-lead board narratives and decks for quarterly meetings. • Cascade executive decisions and strategic direction while channeling organizational feedback upward. • Drive follow-through on executive decisions and commitments. • Design and improve planning, reporting, decision-making, administration, and cross-functional coordination processes. • Own decision-making infrastructure, approval workflows, and vendor/procurement review. • Identify organizational friction and process gaps, redesign workflows, and clarify ownership. • Improve collaboration processes and tooling, including thoughtful AI-tool adoption. • Build scalable systems for planning, reporting, and accountability.

🎯 Requirements

• 7+ years in business operations, chief of staff, strategy, or consulting roles with direct healthcare experience. • Demonstrated success operating at the executive level in a fast-paced, high-growth environment. • Expert-level proficiency with PowerPoint deck creation and Excel modeling. • Hands-on experience designing and running company-level annual and quarterly planning processes, OKRs or equivalent goal frameworks, and performance-management rhythms. • Exceptional written and verbal communication, including executive memos, decks, and company-wide communications. • Ability to distill complex concepts into clear narratives for executive and all-employee audiences. • Track record designing and implementing business processes, operating cadences, and decision frameworks. • Financial and operational modeling skills. • Data-driven analysis and business intuition for contracting, budgeting, and strategy decisions. • Ability to influence without authority and build trusted relationships across all levels. • Ability to handle confidential information with discretion. • Entrepreneurial self-starter who delivers results without waiting for direction. • Successful completion of a background check, including employment history and advanced degree verification when applicable. • Preferred: Passion for improving care for Medicaid patients. • Preferred: Healthcare experience in value-based care and/or tech-enabled care delivery. • Preferred: Familiarity with Slack, Jira, Confluence, Asana, HubSpot/Salesforce CRM, Jotform, Google Workspace, and AI tools.

🏖️ Benefits

• Stock Options: Opportunity to invest in the company’s growth. • Work-from-Home Stipend: A dedicated stipend for your first year to help set up your home office. • Medical, Vision, and Dental Coverage: Comprehensive plans to keep you and your family healthy. • Life Insurance: Basic life insurance. • Paid Time Off: 20 vacation days plus 11 paid holidays. • Parental Leave: 16 weeks of paid leave for birthing parents after six months of employment, and 8 weeks of bonding leave for non-birthing parents. • Retirement Savings: Access to a 401(k) plan with a company contribution, subject to a vesting schedule. • Commuter Benefits. • Professional Development Stipend. • Equal opportunity, supportive, and accessible workplace.

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