Proper Insurance Services
January 17, 2024
Frederick, Maryland
Job Type
Annual Salary: $40,000 - $55,000 based on skill set and experience



Leading the nation in short-term rental insurance, with over 100,000 policies written in all 50 states. 

At Proper Insurance Services, we provide property managers and vacation rental owners with insurance policies that cover both commercial and personal use in one policy. Backed by Lloyd’s of London and endorsed by VRBO as its premier vendor for comprehensive short-stay rental property and liability insurance. We proudly insure over 100,000 policies in all 50 states.

Our team is a collaboration of individuals with over 50 years of experience in niche insurance. Together, we’ve created this product with one thing in mind - the short-term stay property owner.

When you join us, you will become an important member of our 5-star team, helping vacation rental and property managers acquire a superior solution to their insurance needs with true peace of mind.

Join us today and be a part of a growing company dedicated to excellence.


You’re not just good with numbers - you’re GREAT with numbers, and accuracy might as well be your middle name. That’s exactly who we’re looking for to join our accounting department as an Accounting Clerk.

To fill this position, we are seeking a highly detail-oriented, conscientious, and committed individual who can submit Surplus Lines transactions on a daily basis per state insurance rules within reporting deadlines.

Our accounting department is a great place to grow your career if you are looking for skill-based, steady work in a professional and friendly environment.

Start your application today - we’re excited to meet the person behind the resume.


  • Daily submission of Surplus Lines transactions in multiple states per state insurance rules and within reporting deadlines
  • Daily running of reports, verification and reconciliation of data to ensure accuracy and timely resolution of differences.
  • Review documents and state-required forms for compliance and accuracy.


  • 1+ year(s) of experience in an accounting and/or bookkeeping position
  • Strong comprehension, communication, and analytical skills
  • Strong Microsoft Excel Skills
  • Strong attention to detail
  • Comfortable working in a fast-paced environment and processing a high volume of transactions daily


Annual Salary: $40,000 - $55,000 based on skill set and experience


  • Health insurance
  • Paid time off, such as PTO, sick days, and vacation days
  • Life insurance
  • Dental insurance
  • Vision insurance
  • Retirement benefits or accounts
  • Short-term disability insurance

Schedule: Regular business hours Monday through Friday.