About the Position
WatchGuard is seeking a highly capable and adaptable Executive Assistant to join the CEO Office, supporting multiple senior executives and helping drive operational excellence across the leadership team. This role also includes a portion of time dedicated to office management responsibilities, ensuring the Miami office runs smoothly and efficiently.
This is not a traditional single-executive assistant role. This position is designed for a professional who has grown through operational, program coordination, or business support roles and brings at least two years of direct executive assistance experience. The role combines high-impact executive support with hands-on office management, making it well-suited for someone who thrives in both strategic and operational environments.
You will serve as a force multiplier for leadership — ensuring executives are focused on the highest-value priorities, meetings are intentional and effective, and key asks, initiatives, and small projects move forward with structure and accountability.
You will work closely with the VP of Transformation and partner with other Executive Assistants and leadership team members to enable strong execution, engagement, and alignment across the company.
This role offers exposure to strategic initiatives, executive decision-making, and company-wide programs that shape WatchGuard’s future.
This is an on-site role, with preference for candidates based in Miami to support in-person collaboration and alignment with leadership schedules.
Key Responsibilities
Executive Support & Leadership Operations
Provide proactive support to multiple senior executives, including:
Calendar management
Travel coordination
Meeting preparation
Agenda creation and follow-ups
Ensure executive time is aligned with the company’s highest-impact priorities
Act as a liaison between executives and internal/external stakeholders, ensuring clarity, professionalism, and follow-through
Prepare executive materials such as:
Briefings
Leadership presentations
Meeting summaries
Action trackers
CEO Office & Strategic Enablement
Partner with the VP of Transformation and leadership team
Executive rhythms and operating cadence
Key leadership initiatives
Small cross-functional projects and special requests
Help coordinate leadership offsites, events, and executive meetings
Support engagement activities that strengthen connection, culture, and leadership alignment
Track key asks and action items coming from executive forums and ensure progress and closure
Events, Projects & Engagement
Assist in planning and execution of:
Executive meetings
Leadership events
On-site sessions and offsites
Support small operational projects related to:
Process improvement
Communication
Team engagement
Leadership enablement
Bring structure and organization to ad-hoc initiatives that come through the CEO Office
Collaboration & Best Practices
Partner closely with other Executive Assistants to ensure seamless coverage and consistency
Apply and promote best practices, tools, and operational frameworks across executive support
Maintain discretion, professionalism, and sound judgment in all interactions
Be available for on-site support as needed, sometimes on short notice
Office & Facilities Management
Serve as the primary point of contact for the Miami office, managing day-to-day office operations and ensuring a professional, well-functioning work environment
Manage vendor relationships and coordinate with building management, facilities teams, and service providers (e.g., supplies, equipment, cleaning, IT logistics)
Oversee office supply inventory, ordering, and budget tracking to ensure the workspace is consistently stocked and operational
Coordinate new hire office onboarding logistics, including desk setup, access provisioning, and first-day readiness for Miami-based employees
Support the planning and logistics for in-office events, all-hands sessions, visitor visits, and leadership on-sites held at the Miami location
Act as the go-to resource for employees in the Miami office, fielding facility-related questions and escalating issues appropriately
Experience & Qualifications
Minimum 2 years of professional experience in operational, administrative, program coordination, or business support roles
At least 1 years of experience in an Executive Assistant role supporting senior leaders
Prior exposure to office management, facilities coordination, or workplace operations preferred
Experience working in fast-paced, high-growth, or technology environments preferred
Advanced / fluent English (written and spoken) required
Strong organizational skills with the ability to manage competing priorities
High emotional intelligence, discretion, and executive presence
Excellent written and verbal communication skills
Proficiency with Microsoft 365,Teams, Zoom, Calendar and task management tools
Project tracking tools
Bachelor’s degree or equivalent professional experience preferred
You are
Operationally strong but curious about the business
Comfortable supporting multiple leaders instead of just one
Organized, proactive, and solution-oriented
Trusted, discreet, and dependable
Interested in growing into broader executive operations or Chief of Staff-type responsibilities over time
Comfortable wearing two hats — shifting fluidly between executive support and office operations depending on the needs of the day
Compensation
The base salary range is $50,000-$55,000 per year for full-time employment, exclusive of benefits. This position is also eligible for a bonus of 5% of the base salary. Your base salary will be determined by your individual skills, education, and experience. Hiring at the maximum of the range is not typical in order to allow for future salary growth.
U.S. Benefits
· Comprehensive benefits plan including medical, dental, vision, disability, and life insurance
· Healthcare HSA
· HSA with employer contribution
· 10 paid holidays
· 10 days of paid annual leave
· 9 days of paid sick time
· Paid parental leave
· 401(k) with employer match
Other Perks
· Education assistance program
· Dependent Care HSA match
· Adoption assistance
· Fertility care support
· Backup care for family and pets
· A growing network of employee resource groups
· Employee referral program
· Employee Assistance Program
