Executive Assistant

This is a remote position.

CK Specialty Insurance Associates

Who We Are

CK Specialty Insurance Associates is a growing, entrepreneurial specialty insurance company focused on hard-to-place commercial risks. We operate in the wholesale and E&S space and move fast. Our team is hands-on, collaborative, and expected to take ownership, solve problems, and get things done. Everyone has a direct impact on the business, and we value people who bring initiative, solve problems, and are excited to grow with the company.

The Role

We are looking for an experienced insurance professional to work directly with our CEO in a broad, highly trusted role supporting the day-to-day needs of the business.

This is more than a traditional administrative Executive Assistant position. You will work across the organization, helping the CEO stay ahead of priorities, coordinating projects, following up on important matters, and stepping in to help resolve issues and keep things moving.

The ideal candidate is energetic, personable, resourceful, and comfortable operating independently. You should be someone who can quickly understand a situation, communicate with the right people, and see things through to completion.

What You'll Do

• Work directly with the CEO on business priorities, projects, and day-to-day needs.
  
• Coordinate and follow up on important initiatives and open items.
  
• Research questions, gather information, and help identify solutions.
  
• Work across departments and with employees, producers, agents, carriers, and other business partners.
  
• Identify issues that need attention and help drive them toward resolution.
  
• Help improve processes and address gaps as they arise.
  
• Handle sensitive information with discretion and sound judgment.
  
• Take on special projects and new priorities as needed.
  

Requirements

• 3+ years of commercial insurance experience required.
  
• Wholesale/E&S experience strongly preferred; retail commercial insurance experience considered.
  
• Highly organized, proactive, and resourceful.
  
• Energetic, outgoing, and comfortable building relationships.
  
• Calm and effective when priorities change or unexpected issues arise.
  
• Strong communication, judgment, and follow-through.
  
• Comfortable working independently and directly with senior leadership.
  
• Able to manage multiple priorities in a fast-paced environment.
  
• Strong working knowledge of the commercial insurance industry.
  
• Must be available to work Pacific Time business hours.
  

What Success Looks Like

• You stay ahead of the CEO’s priorities and keep important items moving without repeated follow-up.
  
• You take ownership, figure out what needs to happen, and make sure it gets done.
  
• You build strong relationships across the business and know how to get the right people involved.
  
• You become a trusted resource the CEO can rely on to handle what needs attention and keep things moving.
  

You May Not Be a Good Fit If...

• You prefer to wait for direction rather than take initiative.
  
• You prefer a highly structured role where priorities and responsibilities rarely change.
  
• You are uncomfortable jumping into unfamiliar situations and figuring things out.
  
• You prefer to stay within a narrowly defined role rather than help wherever the business needs you.
  

Benefits

Benefits:

• 401(k) matching
  
• Dental insurance
  
• Employee assistance program
  
• Flexible spending account
  
• Health insurance
  
• Health savings account
  
• Life insurance
  
• Paid time off
  
• Vision insurance
  

Additional Benefits:

• CK Specialty covers 100% of employee-only premiums for select medical, dental, and vision plan options.
  
• Fully remote work environment.
  
• No-cost membership for One Medical virtual primary care for all dependents for select plan options.
  
• 12 complimentary virtual therapy sessions and unlimited messaging support through Talkspace.
  
• Discounts on family planning and fertility services through Kindbody for select plan options.