Executive Assistant

Position: Executive Assistant 

The Role: 

We are seeking a strategic enabler for the C-Suite, responsible for ensuring clarity, focus, and operational continuity across executive priorities. This role acts as a central nervous system for leadership execution, connecting strategy to action, managing complexity, and eliminating friction across calendars, meetings, travel, and follow-through. 

The ideal candidate operates with high judgment, discretion, and autonomy, is comfortable influencing without authority, and can seamlessly shift between strategic context and operational detail. This person will be responsible for complete administrative support for the Chief Technology Officer and at least 1 other C-Level executive. 

Executive Time, Calendar & Priority Management :

• Own and actively manage executive calendars to ensure protected focus time for strategic work. 

• Built-in buffers for urgent or shifting priorities 

• Minimal context switching and unnecessary meetings 

• Apply consistent prioritization logic across executive schedules: 

• Production, security, legal, HR, and financial issues 

• Board, investor, and executive leadership commitments 

• Critical operational and transformation initiatives 

• Proactively resolve conflicts, reschedule lower-value meetings, and escalate misalignments early 

Meeting Orchestration, Governance & Follow-Through:

• Ensure executive meetings are intentional, prepared, and outcome-driven, including: 

• Clear agendas and pre-reads 

• Defined decision rights 

• Explicit owners and deadlines 

• Attend designated meetings to: 

• Capture decisions, risks, and action items 

• Track commitments across functions 

• Drive follow-up to closure 

• Support operational cadence for the COO/CTO, including: 

• Weekly operating reviews 

• Monthly business reviews  

• Quarterly planning meetings 

Cross-Functional Execution & Continuity:

• Act as a continuity owner for initiatives that span: 

• Technology 

• Marketing 

• Operations  

• Finance  

• Legal / Compliance / Risk 

• People / HR 

• Identify when initiatives are drifting off-track and escalate early 

• Ensure decisions made in executive forums are reflected in 

• Operating plans  

• Execution roadmaps  

• Follow-through communications 

Travel, Offsites & Executive Logistics:

• Manage complex executive travel with an emphasis on: 

• Efficiency 

• Minimal disruption 

• Alignment with executive preferences 

• Coordinate travel & logistics for:  

• Board meetings 

• Leadership offsites  

• Partner with internal stakeholders to manage recurring executive events and planning cycles 

Expense, Administrative & Operational Hygiene:

• Own end-to-end expense management for supported executives 

• Track administrative items executives deprioritize but the organization depends on 

• Maintain operational hygiene so small gaps do not become systemic issues 

Hiscox Values:

At Hiscox our spirit is in Challenging Convention and everything we do is guided by our Values.  

• Courage: Dare to take a risk 

• Human: Clear, fair & inclusive 

• Ownership: Passionate, commercial & accountable 

• Integrity: Do the right thing, however hard 

• Connected: Together, build something better 

What Hiscox USA Offers:

• Competitive salary and bonus (based on personal & company performance) 

• 401(k) with competitive company matching 

• Comprehensive health insurance, vision, dental and FSA plans (medical, limited purpose, and dependent care)  

• Company paid group term life, short- term disability and long-term disability coverage 

• 24 Paid time off days, 2 Hiscox Days, 10 paid holidays, and ability to purchase 5 PTO days 

• Paid parental leave 

• 4 week paid sabbatical after every 5 years of service 

• Financial Adoption Assistance and Medical Travel Reimbursement Programs 

• Annual reimbursement up to $600 for health club membership or fees associated with any fitness program 

• Company paid subscription to Headspace to support employees’ mental health and wellbeing 

• Recipient of 2024 Cigna’s Well-Being Award for having a best-in-class health and wellness program 

• Dynamic, creative and values-driven culture 

• Modern and open office spaces, complimentary drinks 

**Please note that this position is hybrid and requires two (2) days in our office weekly**

Salary range: $70-$100k

The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.

About Hiscox:

As an international specialist insurer we are far removed from the world of mass market insurance products. Instead we are selective and focus on our key areas of expertise and strength - all of which is underpinned by a culture that encourages us to challenge convention and always look for a better way of doing things.

We insure the unique and the interesting. And we search for the same when it comes to talented people. Hiscox is full of smart, reliable human beings that look out for customers and each other. We believe in doing the right thing, making good and rebuilding when things go wrong. Everyone is encouraged to think creatively, challenge the status quo and look for solutions.

Scratch beneath the surface and you will find a business that is solid, but slightly contrary. We like to do things differently and constantly seek to evolve. We might have been around for a long time (our roots go back to 1901), but we are young in many ways, ambitious and going places.

Some people might say insurance is dull, but life at Hiscox is anything but. If that sounds good to you, get in touch.

About Hiscox USA:

Hiscox USA was established in 2006 to focus on the needs underserved and specialty commercial clients via both the regional broker and direct distribution channels and is today the fastest-growing business unit within the Hiscox Group. Today, Hiscox USA has a talent force of about 400 employees mostly operating out of 6 major cities - New York, Atlanta, Dallas, Chicago, Los Angeles and San Francisco. Hiscox USA offers a broad portfolio of commercial products, including technology, cyber & data risk, multiple professional liability lines, media, entertainment, management liability, crime, kidnap & ransom, commercial property and terrorism.

You can follow Hiscox on LinkedIn, Glassdoor and Instagram (@HiscoxInsurance)

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