Windermere Insurance Group
Windermere Insurance Group is an independent Carolinas-based insurance brokerage with 65+ specialists serving high-net-worth individuals, real estate developers, and financial institutions across Real Estate, Financial Institutions, Private Client, and Business Insurance practices, plus Employee Benefits via OneDigital.
- Company typePrivate
- Founded2012
- HeadquartersCharlotte, United States
- Headcount51–100
- GTM typeB2B and B2C
- OfferingServices
What Windermere Insurance Group does
Windermere Insurance Group is an independent insurance brokerage firm headquartered in Charlotte, North Carolina, operating across four Carolinas offices (Charlotte, Pawleys Island, Hilton Head, Charleston). Founded by Dan M. Litaker III as the third generation of his family in the insurance brokerage business, the firm has grown to 65+ specialized professionals organized into four core practice areas: Real Estate Practice (developers, commercial entities, and investors including coastal projects), Financial Institutions Practice (investment advisors, trust companies, family offices, broker-dealers, non-bank lenders), Private Client Practice (high-net-worth households with umbrella limits up to $25 million), and Business Insurance Practice (construction, manufacturing, technology, healthcare, retail, hospitality, and other verticals). Supporting service lines include Employee Benefits (delivered in partnership with OneDigital Advisors), Claims Advocacy, Risk Management, Executive Benefits, and Business Continuation planning.
The firm's revenue model is primarily traditional insurance brokerage commissions earned from carriers on placed commercial, personal, life, health, and specialty policies, supplemented by risk management consulting fees. Underlying technology is the industry-standard Epic/Applied agency management system, augmented by proprietary risk management processes for non-traditional insurance solutions. The go-to-market is enterprise field sales supported by dedicated practice specialists, in-person consultations across four physical locations, direct phone/email inquiry channels, and content marketing (blog, resource library, LinkedIn/Facebook presence, industry panel participation). Named enterprise clients include Trust Company of the South (8-year relationship) and Crescent Communities (10+ years), and the firm serves 2,500+ private clients while ranking in the Top 1% of national insurance brokers by size and earning 2025 Reagan Consulting Best Practices Agency and Top Performer recognition (one of only seven nationally).
Windermere Insurance Group firmographics
Firmographics- Name
- Windermere Insurance Group
- Legal name
- Windermere Insurance Group, LLC.
- Website
- https://windinsgroup.com
- Company type
- Private
- Founded year
- 2012
- Operating status
- Operating
- Headcount range
- 51–100 employees
- Short description
- Windermere Insurance Group is an independent Carolinas-based insurance brokerage with 65+ specialists serving high-net-worth individuals, real estate developers, and financial institutions across Real Estate, Financial Institutions, Private Client, and Business Insurance practices, plus Employee Benefits via OneDigital.
- Ownership category
- akta.pro rank
Windermere Insurance Group industry classification
Industry- Product category
- Insurance Brokerage Services
- NAICS
- Insurance Agencies and Brokerages (52421), Insurance Agencies and Brokerages (524210)
- SIC
- Insurance Agents, Brokers & Service (6411)
- akta.pro primary industry
- Specialty Insurance Brokerage (Marine, Aviation, Cyber, Professional Lines) (FSAEADAJ)
- akta.pro secondary industry
- Employee Benefits Brokerage & Consulting (FSAEADAC)
Keywords
Where Windermere Insurance Group is headquartered
LocationHeadquarters
- HQ city
- Charlotte
- HQ country
- United States
- HQ region
- North America
Offices4 records
Markets served
Windermere Insurance Group business model
Business model- GTM type
- B2B and B2C
- Offering type
- Services
- Cost components
- Personnel, Operations, Marketing or Sales, Technology or R&D, Others
Revenue model
- Insurance Brokerage Commissions: Traditional insurance brokerage model earning commissions from insurance carriers on placed policies across property, casualty, life, health, and specialty insurance products.
- Risk Management Consulting: Advisory fees for specialized risk management consulting services for real estate developers, financial institutions, and high-net-worth individuals.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Annual | Personal umbrella coverage with limits from $25 million and higher |
Go-to-market motion1 record
Distribution channels3 records
Marketing channels5 records
Windermere Insurance Group product offering
Product offeringCore offering
Windermere Insurance Group is an independent insurance brokerage that places commercial and personal insurance policies on behalf of clients across four practice areas—Real Estate, Financial Institutions, Private Client, and Business Insurance—and earns commissions from carriers. The firm supplements brokerage with risk management consulting, claims advocacy, employee benefits administration (in partnership with OneDigital Advisors), executive benefits, and business continuation planning. It serves a national client base of real estate developers, financial institutions, high-net-worth individuals, and mid-market businesses, primarily through offices in Charlotte, Pawleys Island, Hilton Head, and Charleston.
Product overview
Windermere Insurance Group operates as an independent insurance brokerage firm offering a comprehensive portfolio of insurance and risk management solutions. The company is organized into four core practice areas: Business Insurance (covering construction, manufacturing, technology, healthcare, retail, and professional liability), Private Client Practice (high net worth personal insurance), Real Estate Practice (development and investment properties), and Financial Institutions Practice (investment advisors, trust companies, family offices). Supporting services include Employee Benefits (group health, dental, vision, life, disability via OneDigital partnership), Claims Advocacy, Risk Management, Executive Benefits, and Business Continuation planning. The product portfolio spans commercial lines, personal lines including high-value homes and collections, employee benefits administration, and specialized coverage for coastal properties and affluent individuals.
Differentiator
Problem solved
Functional benefit
Products and services
- Business Insurance Comprehensive business insurance programs tailored to specific industries including construction, manufacturing, technology, healthcare, retail, and professional liability sectors. Serves mid-market and enterprise businesses needing industry-specific coverage and risk management.
- Private Client Insurance Practice
- Real Estate Insurance Practice
- Financial Institutions Insurance Practice
- Employee Benefits
- Claims Advocacy
- Risk Management
- Executive Benefits
- Business Continuation
- Specialty Insurance
Quantifiable outcome
- 2500+ happy private clients
- +2 more outcomes
Companies that use Windermere Insurance Group
Customer profileNamed customers2 records
Segments4 records
Ideal customer profiles4 records
Windermere Insurance Group technology and API
TechnologyTechnology focussed No
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Feature1 record
Windermere Insurance Group partnerships and signals
Strategic signalPartnerships
One partnership is on record.
- OneDigital AdvisorscorePartnership in employee benefits where Windermere, in partnership with OneDigital Advisors, offers a flexible range of products integrated into packages tailored to distinctive client needs. Windermere leverages relationships with preeminent carriers to secure cost-effective plans.
Scale indicators5 records
Recent moves6 records
Expansion highlights5 records
Windermere Insurance Group competitors and assessment
Company assessmentBroad incumbents
- Hub International: Large North American insurance brokerage offering commercial, personal, and employee benefits solutions across multiple specialty practices. Directly comparable mid-market brokerage with multi-region U.S. footprint and similar vertical specialization.
- Marsh McLennan Agency: U.S. middle-market arm of Marsh McLennan offering commercial insurance, employee benefits, and private client services. Comparable producer-led model with multi-region delivery.
- Arthur J. Gallagher & Co. Global insurance brokerage and risk management firm with deep specialty practices across real estate, financial institutions, and HNW private client. Closest large-cap comparable to Windermere's vertical structure.
- USI Insurance Services: Top-10 U.S. insurance brokerage serving mid-market and large commercial clients with property/casualty, employee benefits, and personal lines. Patrick O'Brien of Windermere previously worked at USI, indicating direct talent and operating model overlap.
- Lockton Companies: Largest privately held insurance brokerage globally, operating with specialty practice areas similar to Windermere's Real Estate and Financial Institutions groups. Comparable independent, partnership-style culture.
- Brown & Brown: Public, rapidly acquisitive insurance brokerage with strong Southeast U.S. presence and broad specialty practice structure. Comparable business model and geography, though at much larger scale and with an active M&A strategy.
Direct peers
- IMA Financial Group: Independent, employee-owned commercial insurance brokerage with specialty practices in real estate, construction, and financial services. Closely comparable independent structure and vertical practice model to Windermere.
- RPS (Risk Placement Services): Specialty wholesale brokerage and binding authority for E&S lines, including coastal property, habitational, and professional lines. Closest match to Windermere's coastal/specialty insurance capabilities.
Regional players
- HighFive Insurance (formerly Big I Markets) / Beach Insurance Advisors: Regional independent insurance agencies serving Carolinas coastal markets with personal and commercial lines. Direct peer in geographic footprint and coastal/HNW client focus.
Emerging players
- OneDigital Advisors: National employee benefits and insurance brokerage that is Windermere's strategic partner for group benefits. Comparable in benefits brokerage focus and Southeast presence, though broader benefits-led model.
Market position
Strengths5 records
Weaknesses5 records
Competitive moat4 records
Key risks6 records
Key highlights6 records
Customer concentration
Windermere Insurance Group social profiles
Digital presenceWindermere Insurance Group financial estimates
Financial estimateRevenue estimate
Valuation estimate
Windermere Insurance Group leadership team
Management profileNumber of profiles
Profiles8 records
Windermere Insurance Group funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Windermere Insurance Group M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Windermere Insurance Group
What does Windermere Insurance Group do?
Windermere Insurance Group is an independent insurance brokerage that places commercial and personal insurance policies on behalf of clients across four practice areas—Real Estate, Financial Institutions, Private Client, and Business Insurance—and earns commissions from carriers. The firm supplements brokerage with risk management consulting, claims advocacy, employee benefits administration (in partnership with OneDigital Advisors), executive benefits, and business continuation planning. It serves a national client base of real estate developers, financial institutions, high-net-worth individuals, and mid-market businesses, primarily through offices in Charlotte, Pawleys Island, Hilton Head, and Charleston.
Is Windermere Insurance Group a public or private company?
Windermere Insurance Group is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was Windermere Insurance Group founded?
Windermere Insurance Group was founded in 2012. It employs 51 to 100 people.
Where is Windermere Insurance Group based?
Windermere Insurance Group is headquartered in Charlotte, United States, in the North America region.
How does Windermere Insurance Group make money?
Two revenue lines are on record. Insurance Brokerage Commissions are the primary driver. The others are risk Management Consulting.
Who are Windermere Insurance Group's main competitors?
Broad incumbents on record are Hub International, Marsh McLennan Agency, Arthur J. Gallagher & Co., USI Insurance Services, Lockton Companies and Brown & Brown. Direct peers are IMA Financial Group and RPS (Risk Placement Services). HighFive Insurance (formerly Big I Markets) / Beach Insurance Advisors is listed as a regional player. OneDigital Advisors is listed as an emerging player.
Does Windermere Insurance Group have an API?
No public API is recorded for Windermere Insurance Group.
What industry is Windermere Insurance Group in?
Windermere Insurance Group's product category is Insurance Brokerage Services. Its primary akta.pro industry code is FSAEADAJ, Specialty Insurance Brokerage (Marine, Aviation, Cyber, Professional Lines), with a secondary code of FSAEADAC, Employee Benefits Brokerage & Consulting. Its NAICS code is 52421 and its SIC code is 6411.