Executive Assistant

About CVRD Health

CVRD Health is building software that helps employers manage legally required employee benefit funds tied to federal contracting work. These funds often accumulate hour by hour, but today they are usually handled through spreadsheets, fragmented vendors, and complex compliance rules. That leads to wasted spend, audit risk for employers, and benefits that workers cannot easily access or use. CVRD’s platform brings benefit tracking, compliance, healthcare, and retirement management into one system so employers can stay current in real time and employees can better understand and use their benefits.

Role overview

This position goes far beyond a standard calendar-management role. It blends executive support, office operations, project coordination, and hands-on problem solving. You will work directly with the CEO and Chief Client Officer, while also helping the wider team with whatever needs attention during the week. The work may range from preparing leadership for investor meetings to onboarding new hires, arranging travel, handling vendors, planning offsites, or resolving unexpected operational issues.

The ideal candidate is proactive, resourceful, and comfortable owning tasks from start to finish. You should be able to anticipate problems early, keep work moving without constant follow-up, and step into both strategic and practical tasks as needed. Because most of the company works remotely, this role is especially important as an in-person anchor for the Miami office.

Work setup

This is a Miami-based position with an in-office schedule from Monday through Thursday, plus flexible hours and Fridays.

Key responsibilities

You will support leadership, manage office operations, and coordinate cross-functional work across the company.

Executive support

• Maintain a changing CEO calendar that includes investors, customers, and internal leadership meetings.
• Prepare concise daily briefs and meeting materials for leadership.
• Manage inbox flow and help draft outgoing communications.
• Run meetings from start to finish, including notes, tracking action items, and following up afterward.

Travel and events

• Coordinate travel for executives, visitors, and conference attendance, including flights, hotels, itineraries, and last-minute changes.
• Plan and execute quarterly workshops, board meetings, offsites, and company events.

Office and vendor management

• Keep the Miami office organized, supplied, and ready for visitors.
• Handle office vendors, deliveries, and supply needs.
• Serve as a contact point for brokers, recruiters, insurance providers, and other operational vendors.
• Work with finance to keep office, travel, and event spending within budget.

Cross-functional projects

• Create and maintain SOPs and internal documentation.
• Support company-wide process improvements, compliance efforts, and communication rollouts.
• Own projects that do not clearly belong to a single department.

What you bring

You should bring startup experience, strong judgment, excellent organization, and a calm, proactive approach to shifting priorities.

Must-have qualifications

• At least 2 years of experience as an executive assistant or in operations at a startup or fast-growing company.
• A proactive style that helps you identify issues before they become problems and carry tasks through to completion.
• A genuine team-first attitude and willingness to support others in practical ways.
• Strong writing skills with the ability to adjust tone for Slack, email, and executive-level communication.
• Excellent organization, discretion, and judgment when handling sensitive information.
• The ability to stay composed when priorities change quickly.
• Comfort working independently and solving problems without constant direction.
• Based in Miami and willing to work primarily from the office.

Bonus experience

• Prior support experience for founders or senior leaders in startups.
• Background in healthcare, insurance, employee benefits, or government contracting.
• Familiarity with tools such as Google Workspace, Slack, Gusto, Ramp, Navan, Salesforce, Jira, ClickUp, or similar systems.
• Experience coordinating events, offsites, conferences, or executive travel.

What success looks like

• You notice details that others overlook.
• You take action without waiting to be told.
• You are direct, organized, and able to move between strategy and execution in the same day.
• You focus on outcomes, not just task completion.
• You follow through reliably.
• You genuinely enjoy helping people and bringing order to messy situations.

Why this opportunity stands out

This is a high-context role at an early-stage, fast-moving company. You will work closely with the CEO and senior leadership and gain visibility into strategy, deals, investor conversations, major decisions, team dynamics, and the operational complexity behind the scenes. There is little bureaucracy, so strong ideas can turn into action quickly. The role offers ownership of meaningful end-to-end projects such as offsites, SOP redesigns, and hiring rollouts, while building experience across executive support, operations, people coordination, office management, events, and communications.

If you want more than a traditional EA role, this position offers the chance to contribute to a mission-driven company, work with strong teammates, and learn directly from a CEO invested in your growth.

Company mindset

CVRD Health is an early-stage, venture-backed company focused on building an operating system for the people side of government contracting. The team moves quickly, cares about the workers served by its customers, and holds a high bar for accountability, curiosity, and problem solving. The company values people who enjoy creating structure from complexity and helping shape how a business scales.

Equal opportunity statement

CVRD Health is an equal opportunity employer. Hiring decisions are based on talent, judgment, work ethic, and team fit.