Executive Assistant - Commercial Insurance

Our organization is a dynamic, client-focused insurance agency specializing in commercial property and casualty insurance solutions. Since 2005, we have been dedicated to crafting customized insurance portfolios that protect businesses across various industries nationwide. With a team of 40 professionals, including 28 based in our vibrant Skokie, IL office and the remainder in our Lakewood, IL location, we pride ourselves on fostering a collaborative and innovative work environment.

Our commitment to transparency, accountability, and exceptional service ensures our clients receive tailored coverage to support their long-term success.

We are seeking a highly organized and proactive Executive Assistant to support our company's owner, a dynamic and creative leader with a fast-paced, multifaceted approach to business. This in-office role, based in our Skokie, IL office, is critical to ensuring seamless operations and providing high-level administrative support in the commercial property and casualty insurance industry. The ideal candidate will be a sharp, adaptable, and detail-oriented professional capable of managing a diverse range of tasks while keeping up with the owner's innovative and sometimes unpredictable style.

This position offers the opportunity to work in a great work environment with a close-knit team, contributing directly to the company's success.

• Provide comprehensive administrative support to the owner, including managing calendars, scheduling meetings, and coordinating travel arrangements.
• Act as the primary point of contact for internal and external communications, handling emails, phone calls, and correspondence with professionalism and discretion.
• Organize and prioritize the owner's tasks and projects, ensuring deadlines are met and key priorities are addressed efficiently.
• Prepare and edit reports, presentations, and documents for client meetings, board reviews, and strategic planning sessions related to commercial insurance.
• Coordinate and facilitate meetings, including preparing agendas, taking minutes, and following up on action items.
• Manage special projects as assigned by the owner, such as research, event planning, or client outreach initiatives, ensuring timely and high-quality execution.
• Maintain confidentiality of sensitive business and client information, upholding the highest standards of professionalism.
• Collaborate with the Skokie office team to streamline workflows, support office operations, and contribute to a positive team culture.
• Anticipate the owner's needs by proactively identifying opportunities to improve efficiency and organization in their day-to-day activities.
• Assist with light personal tasks as needed, such as coordinating appointments or managing personal schedules, to support the owner's work-life balance.

• Bachelor's degree or equivalent experience in business administration, office management, or a related field.
• 3-5 years of experience as an executive assistant or in a similar high-level administrative role, preferably in a fast-paced or creative environment.
• Exceptional organizational and time-management skills, with a proven ability to prioritize tasks and manage multiple responsibilities simultaneously.
• Strong interpersonal and communication skills, both written and verbal, with the ability to interact professionally with clients, team members, and stakeholders.
• Ability to thrive under pressure, adapt to changing priorities, and maintain composure when working with a dynamic, high-energy leader.
• High level of emotional intelligence and problem-solving skills, with a proactive approach to anticipating needs and resolving challenges.
• Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook) and Google Workspace, with experience using scheduling and project management tools.
• Discretion and integrity in handling confidential information related to the business and its clients.
• Experience in the commercial property and casualty insurance industry is a plus but not required.
• A positive attitude, strong work ethic, and a desire to contribute to a collaborative and innovative team environment.

• Salary : $80,000–$90,000 annually, commensurate with experience.
• Benefits :
  Full benefits package, including health, dental, and vision insurance, as well as a 401(k) plan.
• Perks :
  Access to an on-site gym and fully stocked kitchens to support a healthy and comfortable work environment.
• Work Environment :
  Join a great workplace culture with a tight-knit team of 40 employees, where creativity, collaboration, and excellence are valued.