Business Operations & Chief of Staff
Swooped · United States · 1 wk ago
RemoteRemoteBusiness Development$160k–$229k/yrFull-time
About the Opportunity
The organization is a team of healthcare providers, technologists, and builders whose mission is to bring the best healthcare to people with Medicaid benefits. Guided by the communities served, the organization brings support and technology-enabled care to help primary care providers keep Medicaid patients healthy. The organization is building the tools and designing an approach to enable care to reach the patients who can benefit most. The core values embody the essence of what makes this team unique today, and what the organization looks for, nurtures, and sustains as a team:
- Bold builders: believing that the greatest challenges in care delivery can be solved when harnessing the power of community and technology.
- Humble learners: seeking feedback and perspectives different from their own, and welcome challenges to conclusions.
- Experiment to improve: actively seeking data to inform decisions and to assess performance.
- Act with focused urgency: commitment to the mission drives them to tirelessly pursue results.
If this vision resonates, the organization hopes you consider bringing your creativity, energy, and curiosity to this role.
Responsibilities
Strategic Planning & Management
- 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 the organization's growth.
Company & Internal Communications
- 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.
Business Process Development
- 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.
Requirements
Required Qualifications
- Experience: 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.
- Strategic Planning: Hands-on experience designing and running company-level planning processes — annual/quarterly planning, OKRs or equivalent goal frameworks, and performance management rhythms.
- Communication: Exceptional written and verbal communication, including executive memos, decks, and company-wide communications; able to quickly distill complex concepts into clear, compelling narratives for executive and all-employee audiences.
- Process & Systems Thinking: Track record of designing and implementing business processes, operating cadences, and decision frameworks that improve organizational execution.
- Analytical Rigor: Financial and operational modeling skills, combining data-driven analysis with sound business intuition to pressure-test decisions on contracting, budgeting, and strategy.
- Influence & Judgment: Ability to influence without authority, build trusted relationships across all levels, and handle confidential information with discretion; entrepreneurial self-starter who delivers results without waiting for direction.
Preferred Qualifications
- Passion for improving care for Medicaid patients.
- Healthcare experience in value-based care and/or tech-enabled care delivery.
- Comfort with a range of collaboration tools (Slack, Jira, Confluence, Asana, HubSpot/Salesforce CRM, Jotform, Google Workspace) and proficiency with AI tools.
Pay
Hiring ranges for US employees:
- San Francisco/Bay Area, New York City: $160,000 - $229,000
- Boston, Los Angeles, Seattle, Washington DC: $147,000 - $211,000
- Arlington, Denver, San Diego, Sacramento: $141,000 - $201,000
- Albany, Atlanta, Austin, Baltimore, Central/Southern, Charlotte, Chicago, Dallas/Fort Worth, Detroit, Houston, Las Vegas, Miami, Milwaukee, Philadelphia, Portland, Research Triangle, Salt Lake City, Twin Cities: $128,000 - $183,000
- Baton Rouge, Birmingham, Charleston, Cincinnati, Cleveland, Daytona Beach, Indianapolis, Nashville, New Orleans, Omaha, Phoenix, Pittsburgh, St. Louis, Tampa: $124,000 - $177,000
Benefits
- Stock Options: Opportunity to invest in the company’s growth.
- Work-from-Home Stipend: A dedicated stipend for the first year to help set up a home office.
- Medical, Vision, and Dental Coverage: Comprehensive plans to keep individuals and their families healthy.
- Life Insurance: Basic life insurance to provide peace of mind.
- Paid Time Off: 20 vacation days, accrued over the year, 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: Convenient options to support commute needs.
- Professional Development Stipend: A dedicated stipend supports professional development and growth.