Garage Underwriter

This is a remote position.

About CK Specialty

CK Specialty is a wholesale insurance brokerage specializing in Excess & Surplus (E&S) commercial insurance. We partner with retail insurance agencies to provide creative insurance solutions for complex and hard-to-place risks.

We're an entrepreneurial company that values responsiveness, accountability, and a willingness to solve problems. Our environment is fast-paced, collaborative, and built for people who enjoy taking ownership of their work.

Position Summary

We are looking for an experienced Garage Underwriter to take ownership of our Garage book of business.

This is a hands-on underwriting role with responsibility for evaluating new and renewal business, making underwriting decisions, managing broker relationships, and helping grow the Garage portfolio.

What You'll Do

• Underwrite new and renewal Garage business within company guidelines and authority.
  
• Evaluate risk, pricing, coverage, loss history, and overall account quality.
  
• Build and maintain strong relationships with wholesale brokers.
  
• Manage a book of business with a focus on profitable growth and retention.
  
• Communicate underwriting decisions and terms clearly and efficiently.
  
• Work closely with the internal team to keep business moving.
  
• Identify opportunities to improve underwriting processes and the Garage book.
  

Requirements

What We're Looking For

• Garage underwriting experience strongly preferred.
  
• Commercial P&C underwriting experience.
  
• Strong risk evaluation and underwriting judgment.
  
• Experience working with wholesale brokers.
  
• Ability to manage a book of business and competing priorities.
  
• Self-directed, responsive, and comfortable making decisions.
  
• Entrepreneurial mindset and willingness to take ownership.
  

What Success Looks Like

You know Garage. You can make sound underwriting decisions, keep brokers moving, stay on top of your book, and take ownership.

You May Not Be a Good Fit If...

You prefer slow-moving environments, layers of approval, or rigid processes.

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.