Chief of Staff

• Manage the COO’s calendar across internal operations, board meetings, and client travel to Puerto Rico
• Triage the COO’s Outlook inbox and draft responses on his behalf
• Coordinate board meeting logistics, member communications, and follow-up actions
• Build and run a follow-up tracking system for open action items across the leadership team
• Act as the day-to-day operational contact for a Medicare Advantage health plan client in Puerto Rico
• Reconcile invoices, coordinate billing, and complete client compliance attestations
• Schedule and coordinate meetings with the client’s administrative team in Spanish
• Support the COO during client visits with coordination and translation
• File recurring state-by-state regulatory forms on a monthly cycle
• Track compliance deadlines across multiple states and ensure on-time submission
• Write SOPs for each recurring regulatory process
• Coordinate with internal teams to collect compliance documentation
• Set up project and task tracking in Smartsheet or a comparable tool to replace email- and text-based workflows
• Document processes and build operational playbooks as headcount grows past 160
• Identify bottlenecks and recommend tools or automations to remove them
• Coordinate onboarding logistics for new hires during the hiring ramp

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