Ongoing Policyholder Support

Policyholder services and account requests.

Reliable, responsive assistance for existing Maryland policyholders. From expedited Certificate of Insurance issuance for truckers to driver updates and billing questions.

Service Workflows

How can our agency assist you today?

Select an account service request below. Submissions received during standard business hours are processed promptly by a licensed Maryland agent.

Commercial & Trucking Priority

Certificate of Insurance (COI)

Issue ACORD 25 certificates for shippers, brokers, landlords, or project owners. We include Additional Insured and Waiver of Subrogation wording when authorized by your policy.

Personal & Commercial

Policy Endorsement & Changes

Add or remove household drivers, update vehicle schedules, change your garaging address, or update mortgagees and loss payees on your property policies.

Immediate Verification

Auto ID Cards & Policy Decs

Need proof of insurance for the Maryland MVA, a vehicle purchase, or loan closing? We issue digital replacement ID cards and full policy declaration pages.

24/7 Account Management

Carrier Direct Bill Pay

Pay premiums directly to your insurance company via automatic EFT, debit, or credit card without administrative delay or agency processing fees.

Important Policy Change Disclaimer:Submitting a service or policy change request online does not immediately alter, bind, or cancel insurance coverage. Coverage modifications are strictly effective only when approved in writing and processed through the underwriting carrier. For urgent changes, please contact our office directly by telephone at (240) 244-9988.

Service Advisory

Policy servicing guidance & common questions.

How quickly does Sky First Insurance issue Certificates of Insurance (COI)?

For established commercial and trucking accounts with verified active policies, certificate requests received during regular business hours (Monday – Friday, 9:00 AM – 5:00 PM EST) are typically completed and emailed within 2 to 4 hours.

Can I add a driver or new vehicle to my policy online immediately?

You can submit the information online through our contact or service portal, but coverage is not bound until confirmed in writing by a licensed agent after checking driver eligibility and carrier underwriting guidelines.

What information is needed to issue a Certificate of Insurance for a freight broker?

Please provide the legal name and physical address of the certificate holder, their email address, and any specific endorsement requests such as Additional Insured or Waiver of Subrogation.