Old Bay Insurance Agency

What Old Bay Insurance Agency does

Old Bay Insurance Agency is a privately-held independent insurance agency founded circa 1995 and headquartered at 133 Defense Highway, Suite 214, Annapolis, Maryland. The firm operates as an independent broker, distributing insurance policies on behalf of multiple carriers including American Modern, Hagerty, Allstate, AIG, Chubb, Geico, Nationwide, Progressive, Travelers, Liberty Mutual, Hanover, Hartford, and others, rather than underwriting policies itself. The agency is led by owner Neal Tatterson with a team of four licensed agents (including a Spanish-speaking agent), and is licensed to operate across six states: Maryland, Virginia, Washington DC, Pennsylvania, Florida, and Delaware.

The agency's product portfolio spans personal lines (home, auto, watercraft, classic car, life, umbrella, flood, condo, renters, motorcycle, RV, wedding) and commercial lines (business owners, general liability, business auto, commercial property, cyber liability, workers' compensation), plus 60+ industry-specific offerings for contractors, landlords, landscapers, medical/dental/veterinary offices, restaurants, trucking, and numerous other verticals. Go-to-market is sales-led with traditional direct customer contact via phone, email, and website forms, supplemented by organic social media, content marketing (blog, YouTube), customer reviews, and a 'Refer Us' referral program.

Revenue is generated through insurance carrier commissions on placed policies, with no proprietary technology platform, no public APIs, no AI/ML capabilities, and no disclosed funding. Distribution depends entirely on the agency's carrier partnerships and the licensed producer team. The firm claims 30 years of continuous service to Annapolis, Greater Anne Arundel County, and Queen Anne's County, 85+ five-star reviews, and 'thousands' of clients served.

Name

Old Bay Insurance Agency

Legal name

Old Bay Insurance Agency

Website

https://oldbayinsurance.com

Company type

Private

Founded year

1995

Operating status

Operating

Headcount range

51–100 employees

Short description

Old Bay Insurance Agency is a privately-held independent insurance agency in Annapolis, MD, distributing personal and commercial insurance policies through multiple carrier partnerships. It serves individuals and small businesses across six Mid-Atlantic and Southeast states, led by a four-person licensed agent team.

Ownership category

akta.pro rank

Product category

Insurance Brokerage

NAICS

Agencies, Brokerages, and Other Insurance Related Activities (5242), Insurance Agencies and Brokerages (52421), Insurance Agencies and Brokerages (524210)

SIC

Insurance Agents, Brokers & Service (6411)

akta.pro primary industry

Standard Personal Auto Insurance (Liability, Collision & Comprehensive) (FSAJAAAA)

akta.pro secondary industries

Inland Marine Insurance (Transit, Equipment & Installation) (FSAJAHAB), Inland Marine / Personal Articles & Valuable Items Insurance (FSAJACAJ)

Keywords

• Independent insurance agency
• Personal insurance coverage
• Commercial insurance solutions
• Multi-carrier insurance brokerage
• Business insurance by industry

Headquarters

HQ city

Annapolis

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B and B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Technology or R&D, Infrastructure

Revenue model

1. Insurance Commission Revenue: The agency earns commissions from insurance carriers for policies placed on behalf of clients. As independent brokers, they represent multiple insurance companies and receive override commissions or percentage of premium as compensation.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels7 records

Core offering

Old Bay Insurance Agency is an independent insurance brokerage that places personal and commercial insurance policies on behalf of clients through a multi-carrier panel. Its core offerings are personal lines (home, auto, watercraft, classic car, individual life) and commercial lines (business owners, general liability, business auto, commercial property, cyber liability), supplemented by dozens of industry-specific packages such as contractor, landlord, landscaping, medical office, restaurant, and property manager insurance. The agency earns commissions from carriers and provides licensed-agent consultation, periodic policy reviews, and ongoing service.

Product overview

Old Bay Insurance Agency is an independent insurance agency offering a comprehensive portfolio of personal and commercial insurance products. The agency provides Personal Insurance (home, auto, watercraft, classic car, and individual life insurance as core offerings) and Business Insurance (including Business Owners, General Liability, Business Auto, Commercial Property, and Cyber Liability insurance). The portfolio extends to industry-specific solutions such as Contractor Insurance, Landlord and Rental Property Insurance, Landscaping Services Insurance, Medical Office Insurance, and Property Manager Insurance, covering over 60 different industry-specific and specialized products. As an independent agency, they represent multiple insurance carriers to offer tailored coverage options for clients in Annapolis, MD and surrounding areas, serving Maryland, Virginia, DC, Pennsylvania, Florida, and Delaware.

Differentiator

Problem solved

Functional benefit

Products and services

• Personal Insurance Comprehensive personal insurance coverage umbrella for individuals and families, with home, auto, watercraft, classic car, and individual life insurance as core offerings on the agency's personal insurance page.
• Home Insurance Homeowners insurance covering property damage, personal liability, and risks unique to each homeowner's situation.
• Auto Insurance Vehicle coverage protecting drivers and vehicles, including liability, physical damage, and medical payments.
• Watercraft Insurance Boat and watercraft coverage including physical damage, liability, towing, and assistance coverage for water enthusiasts.
• Classic Car Insurance Specialty coverage for antique, collector, and classic vehicles with agreed-upon value policies and authentic parts coverage.
• Individual Life Insurance Life insurance products including term, whole, and universal life policies to protect families' financial futures.
• Business Insurance Commercial insurance umbrella protecting businesses from various risks and liabilities, with business owners, general liability, business auto, commercial property, and cyber liability as core offerings.
• Business Owners Insurance (BOP) Business owners policy combining property and liability coverage in one convenient policy for small and mid-sized businesses.
• General Liability Insurance Coverage for bodily injury, property damage, advertising injury, and medical payments to third parties.
• Business Auto Insurance Commercial vehicle coverage including liability, collision, comprehensive, and medical payments for business-owned vehicles.
• Commercial Property Insurance Protection for business buildings, equipment, inventory, and important records.
• Cyber Liability Insurance Coverage for data breaches, cyber attacks, and associated costs including notification and recovery expenses.
• Contractor Insurance Comprehensive coverage for contractors including general liability, equipment, workers' comp, and builders risk for construction professionals.
• Landlord and Rental Property Insurance Specialized coverage for rental properties including dwelling, liability, lost rental income, and eviction protection for landlords and property managers.
• Landscaping Services Insurance Coverage for landscaping businesses including commercial general liability, business auto, and environmental insurance.
• Medical Office Insurance Protection for medical practices including malpractice, equipment, cyber liability, and regulatory billing coverage.
• Property Manager Insurance Coverage for property management firms including E&O, general liability, and crime insurance.
• Workers' Compensation Insurance Required coverage protecting employees from work-related injuries and illnesses.
• Umbrella Insurance Excess liability coverage providing additional protection above standard auto, boat, or homeowners policy limits.
• Flood Insurance Protection against flood damage as designated by the National Flood Insurance Program.
• Home and Auto Insurance (Bundled) Combined home and auto coverage offering potential discounts for bundling policies.
• Renters Insurance Protection for renters covering personal property and liability.
• Condo Insurance Coverage specifically designed for condominium owners protecting their unit and personal belongings.
• Motorcycle Insurance Coverage for motorcycles including liability, collision, and comprehensive protection.
• RV Insurance Protection for recreational vehicles including motorhomes and travel trailers.
• Business Interruption Insurance Coverage compensating for lost income during business disruptions.
• Commercial Umbrella Insurance Excess liability coverage extending limits over multiple commercial policies.
• Fleet Insurance Consolidated coverage for businesses with multiple vehicles.
• Builders Risk Insurance Coverage for buildings under construction until completion.
• Errors and Omissions Liability Insurance Professional liability coverage for service providers.

Named customers6 records

Segments6 records

Ideal customer profiles2 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

13 partnerships are on record, tiered core and minor.

• American ModerncoreChannel Partner/ Reseller/ DistributorInsurance carrier partner represented by Old Bay Insurance Agency for specialty insurance products including manufactured home and collector vehicle coverage.
• HagertycoreChannel Partner/ Reseller/ DistributorInsurance carrier partner specializing in classic and collector vehicle insurance, represented by Old Bay Insurance Agency.
• Agency Insurance Company (AIC)minorChannel Partner/ Reseller/ DistributorInsurance carrier partner listed on the Pay Bill page for customer payment processing.
• AIGminorChannel Partner/ Reseller/ DistributorMajor insurance carrier partner available through the agency.
• AllstateminorChannel Partner/ Reseller/ DistributorNational insurance carrier partner available through the agency.
• ChubbminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• GeicominorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• NationwideminorChannel Partner/ Reseller/ DistributorNational insurance carrier partner available through the agency.
• ProgressiveminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• TravelersminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• Liberty MutualminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• Hanover InsuranceminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.
• HartfordminorChannel Partner/ Reseller/ DistributorInsurance carrier partner available through the agency.

Scale indicators5 records

Recent moves4 records

Expansion highlights6 records

Broad incumbents

• Hub International: Large North American insurance brokerage that has been one of the most active acquirers of regional independent agencies. Comparable as a Mid-Atlantic consolidator counterparty for Old Bay.
• Brown & Brown Insurance: Large publicly traded insurance brokerage that grows primarily through roll-up acquisitions of independent agencies like Old Bay. Represents the archetype consolidator that could acquire Old Bay as a Mid-Atlantic tuck-in.
• Acrisure: Fast-growing insurance brokerage that built scale largely through roll-up acquisitions of independent agencies. Comparable to Old Bay in agency origin story and represents another likely acquirer counterparty.
• USI Insurance Services: Privately held large insurance brokerage with deep Mid-Atlantic presence and a known strategy of acquiring local independent agencies. Directly relevant as a likely roll-up acquirer for a 30-year Mid-Atlantic book.
• Arthur J. Gallagher & Co. Global insurance brokerage and risk management firm with a large retail brokerage segment that actively acquires regional independent agencies. Comparable as a potential acquirer and as the scaled benchmark for agency M&A.
• Erie Insurance: Regional P&C carrier headquartered in Pennsylvania that distributes almost exclusively through independent agents across the Mid-Atlantic, exactly the territory Old Bay serves. A natural competitor and a carrier-counterparty for Old Bay's book.

Direct peers

• Leavitt Group: Privately held network of independent insurance agencies operating across the western U.S. Closely comparable to Old Bay in operating model — independent agency representing multiple carriers and serving personal/commercial clients — though at meaningfully larger scale.
• World Insurance Associates: National independent insurance agency that has grown primarily through acquisitions of regional brokerages. Directly comparable to Old Bay in business model and a likely acquirer profile for a Mid-Atlantic independent agency.
• Goosehead Insurance: Publicly traded independent insurance agency franchisor that distributes personal and commercial lines through a network of agents. Directly comparable to Old Bay as an independent agency model, though at vastly larger scale and with a franchise/technology overlay.

Regional players

• Donegal Group: Regional P&C insurance holding company that distributes through independent agents primarily in the Mid-Atlantic, including Maryland and Pennsylvania — Old Bay's core footprint. A relevant carrier-counterparty and regional peer.

Market position

Weaknesses3 records

Competitive moat3 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/oldbayinsurance
• YouTubeyoutube.com/channel/UC7gp5ReYvhZzwCp75YnXAbw
• Facebookfacebook.com/OldBayInsurance
• LinkedInlinkedin.com/company/old-bay-insurance-agency

Revenue estimate

Valuation estimate

Number of profiles

Profiles4 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Old Bay Insurance Agency