Chief of Staff

Island Staffing; San Diego (CA); On-site; USD 100,000 - 130,000; Full time

Job summary

A leading staffing firm in San Diego seeks a Chief of Staff/Executive Assistant to work closely with senior executives. This role involves managing cross-functional initiatives, enhancing efficiency, and supporting decision-making. Candidates should have 3-5 years in a technology environment with strong project management and communication skills. The position entails 25-30% travel. This dynamic opportunity offers a salary range of $100-$130K, emphasizing both operational excellence and strategic planning.

Qualifications

• 3-5 years experience in high technology or 5+ years in strategic program management.
• Proven project management skills leading initiatives.
• Exceptional communication skills and problem-solving abilities.

Responsibilities

• Serve as a liaison to the CEO, managing communication effectively.
• Coordinate executive meetings and projects with precision.
• Drive strategic planning and execution alongside senior management.

Skills

Project management

Interpersonal skills

Analytical thinking

Organizational skills

Tech-savvy

Communication skills

Education

High School Diploma or Equivalent

Bachelor's degree in a related field

Tools

Microsoft Office

Salesforce

Adobe Suite

Zoom

Microsoft Teams

Job description

Chief of Staff / Executive Assistant - $100-$130K

25-30% Travel

About Company

Company is the first and only technology platform that connects parents, providers, and employers to provide Child Care On-Demand. Our patented, all-in-one platform is a complete marketplace solution that streamlines the entire Child Care journey. We make it easy for parents to find, vet, and enroll their children in a licensed program, right from their phones. For providers, we're a business-in-a-box, simplifying enrollment, payments, and administrative tasks. And for employers, we offer a turn-key Child Care Benefit that improves employee productivity, retention, and recruitment. At Company, we're not just building technology—we're solving a global problem that impacts families, economies, and gender equity.

The Chief of Staff will work directly with senior executives to lead cross-functional initiatives, enhance organizational efficiency, and support strategic decision-making. In this role, you will successfully manage complex projects, coordinate executive communications, and build strong relationships across teams to foster a culture of collaboration and innovation.

Responsibilities:

• Serve as communication liaison, right-hand advisor and gatekeeper to the CEO.
• Anchor high-level meetings, special projects, and confidential correspondence for precise and timely execution.
• Contribute to effectiveness and overall company success by demonstrating adaptability and problem-solving acumen.
• Provide cross-functional collaboration: Partner with the CEO and Senior Management to drive strategic planning and execution, resulting in improvement in the alignment and delivery of company goals.
• Provide seamless executive support and operational efficiency through effective coordination of daily operations, prioritized C-level tasks, and organized meeting agendas.
• Identify and implement key operational improvements, to drive reduction in process bottlenecks and enhancing overall team effectiveness.
• Supervise administrative finance, travel, and operations for the CEO and other executives.
• Manage confidential documents and materials, time sensitive mail, and company reports.
• Interview prospective new hires and handle all onboarding and offboarding of employees.
• Organize all logistics, meetings and communications for the CEO and other executives.
• Plan, coordinate, and execute team events and offsite retreats.
• Provide support and oversight for special projects and initiatives.
• Act as the office manager by keeping up with office stocked and fully operational.
• Maintains professional and technical knowledge by attending educational workshops, reviewing professional publications, establishing personal networks, and participating in industry meetings as needed.
• Research projects as assigned.
• Will travel 25-30%.

Required / Desired Knowledge, Experiences, and Skills:

• 3-5 years of experience in high technology company and/or 5+ of experience in strategic program/project management.
• Proven project management acumen with a track record of effectively leading multifaceted initiatives.
• Flexible team player willing to do what it takes to get the job done; adaptable and enjoys a challenge
• Exceptional interpersonal and communication skills, with a knack for fostering collaboration and an ability to synthesize for high-level decision makers.
• Profound analytical and problem-solving abilities.
• Strategic thinking capacity and the ability to drive results in a dynamic, fast-paced environment.
• Strong organizational and time-management skills.
• Strong ownership, autonomy and proactivity.
• Proficiency in Microsoft Office, Salesforce and other office productivity tools, and aptitude to learn new software systems. Tech-savvy and able to pick-up new programs and interfaces quickly.
• Experience in Social Media Management
• Experience in managing various virtual meeting applications (Zoom, Microsoft Teams, etc.)
• Experience in Adobe Suite (Illustrator, acrobat, photoshop)
• CRM/Task Management programs (Salesforce, others)

Education/Certifications

• High School Diploma or Equivalent (GED), required.
• Bachelor's degree in a related field; advanced degree, preferred.