Executive Assistant

What You’ll Do

• Provide high-level, confidential administrative support to the President and executive leadership team, including preparation of correspondence, reports, presentations, and other business materials.
• Manage and optimize complex executive calendars by balancing priorities, scheduling meetings, coordinating logistics, and ensuring leaders are prepared for upcoming commitments.
• Maintain the Senior Leadership and OCEO Teams channel, ensuring meeting agendas and materials are completed and distributed in accordance with leadership meeting cadence.
• Coordinate logistics and materials for senior leadership meetings, town halls, and leadership events.
• Schedule travel arrangements and prepare expense reimbursement reports in accordance with company policy.
• Establish and maintain centralized files for key organizational policies, procedures, and guidelines, including claims authority, underwriting authority, and HR compensation structures.
• Serve as a liaison between executives, employees, clients, and external partners to ensure timely and effective communication.
• Prepare and distribute recurring and ad hoc reports, communications, and presentations.
• Partner with internal teams such as Marketing to coordinate executive meetings and special events.

You Might Be a Great Fit If

• You enjoy anticipating what leaders need before they ask
• You naturally bring structure and organization to complex schedules
• You are known for your precision, attention to detail, and polished communication
• You take pride in delivering accurate, error-free materials
• You are comfortable managing highly confidential information
• You are able to balance multiple priorities while remaining calm and professional
• You are confident enough to manage executive calendars thoughtfully and diplomatically
• You are curious, proactive, and enjoy finding answers independently
• You thrive in environments where leaders rely on you as a trusted extension of their team

What Makes Someone Successful in This Role

• Exceptional organizational and prioritization skills
• Strong attention to detail and proofreading ability
• Professional confidence and executive presence
• Ability to manage confidential matters with discretion and sound judgment
• A customer-service mindset when supporting leaders and colleagues
• Comfort working both digitally and with traditional documentation and files
• Ability to adapt to changing priorities in a dynamic organization

Qualifications

• Associate’s or Bachelor’s degree in Business Administration, Communications, or a related field preferred, or equivalent professional experience
• 5–8 years of executive or senior administrative support experience, preferably supporting senior leadership or C-suite executives
• Demonstrated experience managing complex executive calendars and coordinating leadership meetings
• Experience handling confidential business communications and documents
• Proficiency with Microsoft Office 365, including Outlook, Excel, PowerPoint, and Teams
• Excellent written and verbal communication skills

Work Schedule

• 37.5-hour work week
• Typical schedule 8:00 AM – 4:00 PM
• Flexibility to start between 7:00 AM and 9:00 AM
• Hybrid work opportunities may be available upon completion of training

Who Are We?

Why Old Republic Surety Company?

Company Benefits

Financial

• Competitive salary: $75,000 - $88,000, commensurate with experience
• 401(k) Savings & Profit-Sharing Plan with company match
• Roth investment options
• 529 Education Savings Plan
• Employee Referral Bonus Program

Health

• Medical Insurance
• Dental Insurance
• Vision Insurance
• Flexible Spending Account (FSA) & Health Savings Account (HSA) options
• Life Insurance
• Supplemental Life Insurance
• Long-Term Disability Insurance
• Paid Leave of Absence Benefits
• Accident & Critical Illness Insurance
• Pet Insurance

Work–Life Balance

• 37.5-hour standard work week
• Hybrid work opportunities upon completion of training
• Casual business attire
• Generous Paid Time Off (PTO)
• Paid holidays
• Volunteer opportunities
• Company-sponsored events and outings

Join Our Team

#LI-EA

Old Republic Surety Company is an Equal Opportunity Employer and is committed to maintaining a diverse workplace.