101 Best Maryland Insurance Companies and Startups

May 19, 2023
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This article showcases our top picks for the best Maryland based Insurance companies. These startups and companies are taking a variety of approaches to innovating the Insurance industry, but are all exceptional companies well worth a follow.

We tried to pick companies across the size spectrum from cutting edge startups to established brands.

We selected these startups and companies for exceptional performance in one of these categories:

  • Innovation
    • Innovative ideas
    • Innovative route to market
    • Innovative product
  • Growth
    • Exceptional growth
    • Exceptional growth strategy
  • Management
  • Societal impact

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Top Maryland Insurance Startups

Data sourced from Crunchbase and SemRush.

b.well Connected Health

b.well Connected Health

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b.well Connected Health provides an integrated solution for consumer engagement, holistic health management, and cost containment.

OneMain Financial

OneMain Financial

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OneMain Financial has been offering responsible and transparent loans for over 100 years.

OneMain Financial

Fixt

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Fixt is the most efficient, immediate, secure way for corporate IT managers and individual consumers to replace broken phones and tablets

OneMain Financial

Redkik Inc.

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Redkik is a global InsurTech company providing SaaS solutions to transform the insurance industry within transportation.

OneMain Financial

Insightin Health

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Insightin Health is a provider of data-driven decision-making technology for healthcare member acquisition, retention, and engagement.

OneMain Financial

GEICO

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GEICO, Government Employees Insurance Company, has been providing affordable auto insurance since 1936.

OneMain Financial

Shore Bancshares

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Shore Bancshares is a financial holding company that offers banking and investment services.

OneMain Financial

CARCHEX

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Provider of extended vehicle protection for used/older cars.

OneMain Financial

Healthworx

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Healthworx is the investment and innovation arm of CareFirst BlueCross BlueShield that funds healthcare startups

OneMain Financial

Coronis Health

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Coronis Health is a healthcare revenue cycle management and medical billing company.

OneMain Financial

Versant Health

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Versant Health offers eye health and vision care plan for members, clients, brokers, and eye care professionals.

OneMain Financial

JLJ Financial

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JLJ Financial renders financial planning services in the field of retirement, investment, insurance, employee benefits, budget, and savings.

OneMain Financial

Legg Mason

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Throughout their history, integrity has served as Legg Mason’s guiding principal.

OneMain Financial

Chesapeake Hospitality

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Chesapeake Hospitality is a hospitality company that offers asset management and hotel accounting services.

OneMain Financial

Washington Real Estate Investment Trust.

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Washington Real Estate Investment Trust (NYSE: WRE) is a self-administered, self-managed, equity real estate investment trust founded 1960.

OneMain Financial

Harford Mutual Insurance Company

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Harford Mutual Insurance Company is an insurance company specializing in property and casualty insurance plans.

OneMain Financial

RCM&D (Riggs, Counselman, Michaels & Downes)

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RCM&D is ranked among the top independent insurance advisory firms in the United States.

OneMain Financial

Generali Global Assistance

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Generali Global Assistance is a provider of travel insurance and other assistance services.

OneMain Financial

The Meltzer Group

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The Meltzer Group is a diversified comprehensive insurance brokerage and advisory practice.

OneMain Financial

First United Bank & Trust

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First United Bank & Trust is a banking firm that offers personal and business banking services.

OneMain Financial

YAA

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YAA develops automobile data and information management tools for people to understand the vehicle purchasing and ownership experience.

OneMain Financial

Berla

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Berla is a cybersecurity company that creates solutions for investigators to identify, acquire, and analyze critical information.

OneMain Financial

Kelly Benefits

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KELLY is an insurance, payroll, HR, and workforce management company.

OneMain Financial

Resolution Health, Inc

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A healthcare data analytics company that produces and implements targeted patient and physician communications

OneMain Financial

AnchorTechnologies

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AnchorTechnologies Offers solutions for today’s IT security concerns.

OneMain Financial

Crawford Advisors

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Crawford Advisors is operates as a benefits consulting and brokerage company.

OneMain Financial

Capital Remodeling, Inc.

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Capital Remodeling, Inc. is a provider of professional home remodeling services in Hanover, Maryland.

OneMain Financial

Legal & General

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Legal & General is a financial consulting agency that specializes in life insurance and retirement services.

OneMain Financial

Homespire

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Homespire is a real estate company that offers affordable mortgage solutions, opening doors to homeownership to clients.

OneMain Financial

AllSouth Federal Credit Union

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AllSouth Federal Credit Union provides financial services like online banking, credit cards, auto loans and insurance.

OneMain Financial

APWU Health Plan

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APWU Health Plan offers an health benefits for postal workers, federal employees and retirees.

OneMain Financial

Wellpoint

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Wellpoint is a medicare health insurance company that offers medicare, medicaid, and commercial products.

OneMain Financial

Evolution Healthcare

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Evolution Healthcare provides customized plan designs and plans performance reporting & instructive resource including payroll integration.

OneMain Financial

The Jacobs Company

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The Jacobs Company provides commercial insurance brokerage services.

OneMain Financial

United Educators

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United Educators specializes in extending its services for schools and colleges seeking financial protection for their educational mission.

OneMain Financial

Baltimore Life Insurance Company

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The Baltimore Life Insurance Company has provided reliable and competitive life insurance coverage for seven generations of policyowners.

OneMain Financial

Armada Care

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Armada Care is a healthcare and insurance services firm that offers supplemental health and workplace benefit products.

OneMain Financial

Victor Insurance

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Victor Insurance most experienced underwriting managers of specialty insurance programs.

OneMain Financial

Agents National Title Insurance Co.

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ANTIC provides residential and commercial title insurance services.

OneMain Financial

Oxford Risk Management Group

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Oxford Risk Management Group renders analytics, underwriting, investment planning, insurance and enterprise risk solutions.

OneMain Financial

HealthWell Foundation

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HealthWell Foundation is a nonprofit association that offers insurance premiums, financial assistance, and prescription copays for patients.

OneMain Financial

National Electrical Benefit Fund

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National Electrical Benefit Funds is an agreement between electrical workers and contractors to provide retirement plans to workers.

OneMain Financial

Restore Rehabilitation

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Restore Rehabilitation is an insurance company offering case management solutions and worker’s comp plans.

OneMain Financial

Chesapeake Employers Insurance

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Chesapeake Employers’ Insurance has specialized in providing workers’ compensation insurance to Maryland businesses.

OneMain Financial

Fraud Sniffr

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Fraud Sniffr provides automated social media searches, scanning continuously for the life of a claim.

OneMain Financial

Financial Growth Partners

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Financial Growth Partners is a financial services firm that offers financial planning and advisory services.

OneMain Financial

All Risks

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All Risks independent wholesale brokerage firm offering comprehensive insurance solutions.

OneMain Financial

Keller Stonebraker Insurance

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Keller Stonebraker Insurance provides an array of personal, business, employee benefits insurance along with claims support services.

OneMain Financial

Local 26 IBEW-NECA Joint Trust Funds

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Local 26 IBEW-NECA Joint Trust Funds provides pension planning, annuities, retirement planning, medical and dental insurance services.

OneMain Financial

FNC Title Services , LLC

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FNC Title Services is a full-service title and settlement company dedicated to reverse, conventional and commercial closings.

OneMain Financial

Early Cassidy & Schilling LLC

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Early Cassidy & Schilling LLC is a regional, independently owned risk management firm offering services in various type of insurances.

OneMain Financial

PSA Financial Services

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PSA Financial Services provides insurance and financial services to professionals and individuals.

OneMain Financial

Jai Medical Systems

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Jai Medical Systems is a care organization that provides medical benefits, dental services, healthcare plans and Medicaid insurance plans.

OneMain Financial

Ridgecrest Investments

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Ridgecrest Investments is a finance company that provides capital to entrepreneurs and small businesses.

OneMain Financial

KVS Title

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KVS Title is a title insurance and settlement services company serving the Washington metropolitan area.

OneMain Financial

H.H.C. Group

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HHC Group is a medical claims cost-containment organization that works on behalf of patients, insurers, and third-party administrators.

OneMain Financial

Capitol Benefits

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Capitol Benefits is an insurance agency that provides employee benefits, personal, and commercial insurance services.

OneMain Financial

Horizon Actuarial Services

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Horizon Actuarial Services is a consulting firm specializing in providing actuarial solutions to the nation’s multiemployer benefit plans.

OneMain Financial

Maury Donnelly & Parr

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Maury Donnelly & Parr is an independent insurance agency that offers insurance and financial services.

OneMain Financial

Rossmann-Hurt-Hoffman

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Rossmann-Hurt-Hoffman is operates as an insurance agency that provides insurance services.

OneMain Financial

SF&C Insurance Associates

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SF&C Insurance Associates is an insurance company.

OneMain Financial

Maryland Health Benefit Exchange

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Maryland Health Benefit Exchange is a government agency that is involved in enabling the community with affordable health coverages.

OneMain Financial

M Hayes & Associates

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M Hayes & Associates is provides case management services to insurance carriers, self-insurers, third party payers.

OneMain Financial

MediCaid

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MediCaid covers services such as doctor’s visits, prescription drugs, and preventive care.

OneMain Financial

Proper Insurance

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Proper Insurance provides vacation rental insurance services.

OneMain Financial

TriBridge Partners

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TriBridge Partners provides employee benefits, investment advisory, capital management, financial and business enterprise planning services.

OneMain Financial

C.T. Hellmuth & Associates

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C.T. Hellmuth & Associates provides in-depth consultation for employee benefit packages and navigating Affordable.

OneMain Financial

Mid-Atlantic Settlement Services

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Mid-Atlantic Settlement Services is a title company that renders development, financial, relocation, building, insurance and REO services.

OneMain Financial

Construction Risk Solutions

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Construction Risk Solutions is a retail insurance broker providing property/casualty and risk management insurance and surety services.

OneMain Financial

Insurance

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Insurance specializes in auto, general liability, property, employee benefits, workers compensation, and commercial insurance.

OneMain Financial

Group Dental Service of Maryland

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Group Dental Service of Maryland is a full-service commercial and private label dental company based in the Mid Atlantic.

OneMain Financial

SIG

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SIG specializes in employee benefits, health and wellness services.

OneMain Financial

Moran Insurance

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Moran Insurance provides business, home, auto, and life insurance.

OneMain Financial

Patuxent Insurance Group

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Patuxent Insurance Group provides home and personal insurance services.

OneMain Financial

Germantown Mutual Insurance

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Germantown Mutual Insurance Company has been an important business in Wisconsin for over 150 years.

OneMain Financial

Rosenberg & Associates

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Rosenberg & Associates is a legal service company that offers title insurance litigation services.

OneMain Financial

Associated Administrators

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Associated Administrators is an insurance company that offers third-party employee benefits, consulting & benefits administration services.

OneMain Financial

Group Benefit Services

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Group Benefit Services, Inc. (GBS) is the premier employee benefit plan administrator in the Mid-Atlantic region.

OneMain Financial

AdvisorShares

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AdvisorShares is driven by a unique set of characteristics that differentiates our firm from many in the financial services space.

OneMain Financial

Adventist Risk Management , Inc.

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ARM is the official insurance and risk management company for the Seventh-day Adventist Church and Adventist ministries around the world.

OneMain Financial

The Advantage Group

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The Advantage Group provides quality protection for hundreds of individuals, families and businesses.

OneMain Financial

Uneo Health

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Consumer app, Prosper, offering unique member engagement platform to increase quality, population health, and outcomes

OneMain Financial

Care Ventures

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Care Ventures is a healthcare management firm.

OneMain Financial

Cypress

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Cypress is an insurance solutions firm that offers risk management, HR consultation, voluntary benefits programs and insurance services.

OneMain Financial

Trust Risk Management Services

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Trust Risk Management Services provides customized insurance programs and underwriting solutions for individuals and businesses.

OneMain Financial

MEDICAL MUTUAL Liability Insurance Society of Maryland

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MEDICAL MUTUAL Liability Insurance Society of Maryland provides medical professional liability insurance services.

OneMain Financial

RG Insurance

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RG Insurance provides personal and business insurance services.

OneMain Financial

LIBRA Insurance Partners

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LIBRA Insurance Partners is an insurance marketing organization serving independent insurance producers, brokers and financial institutions.

OneMain Financial

ITOO Special Risks

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ITOO Special Risks is an insurance company. They are riddle solvers, planners, guardians, expert thinkers, and industry leaders.

OneMain Financial

Financial Advantage Associates

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Financial Advantage Associates provides consulting, portfolio management, financial planning, and retirement strategies services.

OneMain Financial

Culta

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Culta is Maryland’s premier craft-quality producer of cannabis flowers and cannabis extracts.

OneMain Financial

Lombard Brokerage

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Lombard Brokerage is a company that offers financial services.

OneMain Financial

NEA Member Benefits

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NEA Members Benefits continues to provide education professionals with solutions that help make their lives better.

OneMain Financial

Capitol Title

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Capitol Title Group is an attorney-owned title company providing settlement services in Maryland, DC, and Virginia since 1973.

OneMain Financial

Chapin Davis, Inc.

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Chapin Davis is a financial services company specializing in retail brokerage and insurance services.

OneMain Financial

Pinnacle Title and Escrow

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Pinnacle Title and Escrow is a real estate settlement firm that offers escrow, title insurance, and real estate transaction services.

OneMain Financial

Founders Financial

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Founders Financial is an award-winning independent broker-dealer and RIA that provides unparalleled supports.

OneMain Financial

Largo Financial Services

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Largo Financial Services provides real estate planning, insurance and financial services.

OneMain Financial

Avery Hall Insurance Group

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Avery Hall Insurance Group is an insurance company providing prescription drug plans.

OneMain Financial

JJ Doorhy & Associates

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JJ Doorhy & Associates provides commercial insurance and employee benefits.

OneMain Financial

VW Brown Insurance Service

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VW Brown is a company which provides risk management, coverage consultation & business account price versus coverage comparisons services.

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