Job Description

About Crumdale Specialty:

Crumdale Specialty is a diversified insurance firm providing custom solutions to businesses nationwide. We leverage industry expertise, superior talent, and a disruptive mindset to provide agile, transparent, and cost-saving solutions to optimize self-funded health plans. Founded in 2014, we are the fastest-growing purveyor of integrated insurance solutions, with deep-rooted experience in program management, TPA administration, PBM consulting, stop-loss coverage, compliance, risk management, underwriting, and analytics.

At Crumdale, people come first. Our clients, colleagues, trading partners, and communities are our strength. Our company culture is rooted in alignment, innovation, and integrity. We are proud to be named a Inc. Magazine Best Places to Work in multiple years.

About the Job:

The Executive Assistant will provide high-level administrative support by managing schedules, monitoring and responding to emails, organizing materials for meetings, and ensuring key initiatives progress efficiently.

Requirements

Duties & Responsibilities:

• Calendaring and Scheduling: Manage and maintain the Executive’s calendar, including scheduling appointments, meetings, travel, and events. Ensure that the schedule is updated and conflicts are resolved promptly.
• Email Management: Monitor the Executive’s email inbox, prioritize emails, and ensure timely follow-up on important communications.
• Meeting Coordination: Remind the Executive of upcoming meetings and ensure all materials are organized and ready in advance. Coordinate with other EAs and attendees to confirm availability and necessary preparations.
• Follow-Up and Communication: Act as a liaison between the Executive and internal/external contacts. Follow up on key initiatives and projects to ensure they are progressing as planned.
• Administrative Support : Provide general administrative support, including preparing documents, managing files, preparing expense reports, and handling confidential information with discretion.
• Project Management: Take ownership for assigned projects, including drafting correspondence, proofreading, and editing related materials and documents. Serve as a liaison between Executive and other internal and external constituents to facilitate work and accomplish objectives collaboratively.

Qualifications & Skills:

• Excellent written and verbal communication skills, with the ability to communicate clearly and professionally.
• Ability to manage time effectively, prioritize tasks, and maintain organized records.
• Identify and solve problems quickly and efficiently.
• Interact professionally with executives, colleagues, clients, and trading partners.
• Ability to pay close attention to detail and ensure accuracy.
• Ability to work independently and as part of a team.

Education:

• Associate’s degree (required), bachelor's degree (preferred)*
• Prior experience as an Executive Assistant, preferred
• Proficient with MS Office suite (Word, Excel, PowerPoint, Outlook), AI platforms (Copilot, ChatGPT), and other relevant software.

*Equivalent military service at E4 or higher is acceptable in place of a degree

Travel Requirement:

Willingness to travel overnight up to 10%

Benefits

At Crumdale, we strive to provide a comprehensive and supportive benefits package to ensure the well-being of our employees. Our benefits include:

• Medical
• Telemedicine
• Dental
• Vision
• Life, AD&D, Disability
• 401(k)
• Flexible Time-off

Please note: Crumdale Specialty is not engaging with external recruitment agencies; please refrain from contacting us regarding this position.

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