The Wellesley Group
The Wellesley Group is a privately held, Indianapolis-based insurance brokerage founded in 1991 that distributes Medicare, senior-focused, and supplemental health insurance products to individual consumers through a multi-carrier platform and direct-to-consumer website.
- Company typePrivate
- Founded1991
- HeadquartersIndianapolis, United States
- Headcount11–50
- GTM typeB2C
- OfferingServices
What The Wellesley Group does
The Wellesley Group is a privately held insurance brokerage founded in 1991 and headquartered in Indianapolis, Indiana. The firm distributes a multi-product insurance portfolio to individual consumers, with primary emphasis on Medicare-related coverage (Medicare Supplement and Medicare Advantage Prescription Drug plans), senior-focused insurance products (final expense, long-term care, short-term care, annuities), and supplemental health coverage (dental/vision/hearing, hospital indemnity, cancer/heart/stroke). Per firmographics, the firm employs 11-50 people and operates a for-profit private company with no institutional funding rounds on record.
The Wellesley Group earns revenue through commissions paid by insurance carriers when policies are successfully placed, functioning as an intermediary between carrier partners and end consumers. Its go-to-market is direct-to-consumer, primarily via the corporate website (thewellesleygroup.com), where prospective customers can request quotes across six product categories, supplemented by organic presence on Facebook, Instagram, LinkedIn, and X for top-of-funnel awareness. The firm also operates a 'leads' pathway on its website, suggesting lead-generation activities in addition to direct placement.
The technology footprint is minimal: no mobile applications, no APIs or integrations, no proprietary platform features, and a dated image-based HTML website. The founder, Jim Wallace (Indiana), is the only disclosed member of leadership. The company does not appear to have a formal management team listed in the source material, and no regulatory actions, certifications, or industry awards are documented. Overall, the firm presents as a small, long-running independent insurance brokerage with diversified product reach but limited technology investment.
The Wellesley Group firmographics
Firmographics- Name
- The Wellesley Group
- Website
- https://thewellesleygroup.com
- Company type
- Private
- Founded year
- 1991
- Operating status
- Operating
- Headcount range
- 11–50 employees
- Short description
- The Wellesley Group is a privately held, Indianapolis-based insurance brokerage founded in 1991 that distributes Medicare, senior-focused, and supplemental health insurance products to individual consumers through a multi-carrier platform and direct-to-consumer website.
- Ownership category
- akta.pro rank
The Wellesley Group industry classification
Industry- Product category
- Insurance Brokerage
- NAICS
- Insurance Agencies and Brokerages (52421), Insurance Agencies and Brokerages (524210), Agencies, Brokerages, and Other Insurance Related Activities (5242)
- SIC
- Insurance Agents, Brokers & Service (6411)
- akta.pro primary industry
- Retail (Personal Lines) Insurance Brokerage (FSAEADAA)
- akta.pro secondary industries
- Medicare Supplement (Medigap) (FSAIAEAG), Medicare Advantage (MA) Plans (FSAIAGAA)
Keywords
Where The Wellesley Group is headquartered
LocationHeadquarters
- HQ city
- Indianapolis
- HQ country
- United States
- HQ region
- North America
Markets served
The Wellesley Group business model
Business model- GTM type
- B2C
- Offering type
- Services
- Cost components
- Personnel, Operations, Marketing or Sales, Technology or R&D, Others
Revenue model
- Insurance Commission Revenue: The company operates as an insurance brokerage/agency, earning commissions from insurance carriers when policies are sold. Revenue is generated through commissions paid by carrier partners on successfully placed insurance policies.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Other | Pay-as-you-go | Quote-based pricing - individualized insurance quotes |
Go-to-market motion2 records
Distribution channels2 records
Marketing channels5 records
The Wellesley Group product offering
Product offeringCore offering
The Wellesley Group operates as an insurance brokerage that distributes multiple insurance product categories to individual consumers through online quote request forms. It represents multiple insurance carriers across Medicare Supplement, Medicare Advantage (MAPD), Final Expense, Long-Term Care, Short-Term Care, Dental/Vision/Hearing, Hospital Indemnity, Cancer/Heart/Stroke, and Annuities, earning commissions on placed policies.
Product overview
The Wellesley Group is an insurance distribution company offering a platform for multiple insurance product categories. The core offering consists of Medicare-related products (Medicare Supplement, Medicare Advantage Prescription Drug plans), senior-focused insurance products (long-term care, short-term care, final expense), and supplemental health coverage (dental, vision, hearing, hospital indemnity, cancer/heart/stroke). The company provides both consumer-facing quote request services for these products and operates a carrier network connecting agents and consumers with insurance providers offering annuities and various health-related coverage lines.
Differentiator
Problem solved
Functional benefit
Products and services
- Medicare Supplement Insurance (MedSupp) Medicare Supplement insurance quotes for individuals seeking additional coverage beyond Original Medicare. Customers request a quote through the company's website and are matched with partner insurance carriers.
- Medicare Advantage Prescription Drug (MAPD) Medicare Advantage plans that include prescription drug coverage. Customers request quotes through the website and the brokerage matches them with partner carriers offering MAPD plans.
- Final Expense Insurance Final expense insurance products to help cover end-of-life and burial costs. Customers request quotes through the website and are matched with partner carriers offering final expense coverage.
- Long-Term Care Insurance Long-term care insurance coverage for extended care services. Customers request quotes through the website and the brokerage matches them with partner carriers offering long-term care policies.
- Dental, Vision, and Hearing Insurance Supplemental dental, vision, and hearing insurance products for individuals seeking coverage beyond basic Medicare or standard health insurance. Customers request quotes through the website.
- Hospital Indemnity Insurance Hospital indemnity insurance providing cash benefits for hospital stays to help offset out-of-pocket hospital costs. Customers request quotes through the website.
- Short-Term Care Insurance Short-term care insurance distributed through partner carriers, providing temporary care coverage for individuals planning for short-duration care needs.
- Cancer, Heart, and Stroke Insurance Critical illness insurance distributed through partner carriers, covering cancer, heart attack, and stroke events for individuals seeking supplemental protection against these conditions.
- Annuities Annuity products distributed through partner insurance carriers as part of the brokerage's product portfolio for consumers seeking retirement income or savings instruments.
Companies that use The Wellesley Group
Customer profileSegments5 records
Ideal customer profiles4 records
The Wellesley Group technology and API
TechnologyTechnology focussed No
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
The Wellesley Group partnerships and signals
Strategic signalPartnerships
Eight partnerships are on record, tiered core.
- Medicare Insurance CarrierscoreInsurance carriers offering Medicare Supplement and Medicare Advantage plans. The Wellesley Group serves as a distribution partner, offering these carriers' products to consumers seeking Medicare coverage.
- Annuities CarrierscoreInsurance carriers offering annuity products. The Wellesley Group distributes annuity products to consumers as part of their product portfolio.
- Final Expense Insurance CarrierscoreInsurance carriers offering final expense and burial insurance products. The Wellesley Group serves as a distribution partner for these carriers.
- Long-term Care Insurance CarrierscoreInsurance carriers offering long-term care insurance products. The Wellesley Group distributes these products to consumers planning for long-term care needs.
- Short-term Care Insurance CarrierscoreInsurance carriers offering short-term care insurance products. The Wellesley Group serves as a distribution partner for short-term care coverage.
- Cancer, Heart Stroke Insurance CarrierscoreInsurance carriers offering cancer, heart attack, and stroke insurance products. The Wellesley Group distributes these critical illness products to consumers.
- Dental, Vision, Hearing Insurance CarrierscoreInsurance carriers offering dental, vision, and hearing insurance products. The Wellesley Group distributes these supplemental health products.
- Hospital Indemnity Insurance CarrierscoreInsurance carriers offering hospital indemnity insurance products. The Wellesley Group serves as a distribution partner for hospital coverage products.
Recent moves3 records
Expansion highlights2 records
The Wellesley Group competitors and assessment
Company assessmentDirect peers
- eHealth: Publicly-traded health insurance marketplace offering Medicare, individual/family, and ancillary health products from multiple carriers through an online comparison platform. Highly comparable multi-carrier D2C brokerage model with overlapping product portfolio including Medicare Supplement and Medicare Advantage.
- GoHealth: Publicly-traded Medicare-focused health insurance marketplace with proprietary technology platform connecting consumers to Medicare Advantage, Medicare Supplement, and prescription drug plans. Closely mirrors The Wellesley Group's Medicare product focus with a digital-first acquisition approach.
- QuoteWizard (by LendingTree): Insurance comparison platform owned by LendingTree that connects consumers with multiple carriers and agents for Medicare, health, and other insurance products. Comparable D2C quote-request funnel and multi-carrier distribution model.
- Senior Market Sales: Insurance marketing organization specializing in senior-market products including Medicare Supplement, Medicare Advantage, Final Expense, and Long-term Care across multiple carrier partners. Directly comparable in product mix and target demographic.
- SelectQuote: Publicly-traded direct-to-consumer insurance brokerage specializing in Medicare Supplement, Medicare Advantage, and term life. Operates the same multi-carrier D2C model as The Wellesley Group but at significantly larger scale with national brand recognition.
- HealthMarkets: Multi-carrier insurance agency distributing Medicare Supplement, Medicare Advantage, and supplemental health products to individuals through D2C and agent channels. Operates the same agency-of-record model as The Wellesley Group across overlapping senior-focused product categories.
Broad incumbents
- Mutual of Omaha: Major carrier offering Medicare Supplement, Final Expense, and Long-term Care products, traditionally distributed through independent brokers and agents. Highly relevant as a typical carrier partner for senior-focused brokerages like The Wellesley Group.
- Aetna (CVS Health): Major national health insurer offering Medicare Advantage, Medicare Supplement, and Part D plans via broker and direct channels. Competes through direct distribution and is also a typical carrier partner appointment for brokerages like The Wellesley Group.
- Humana: Top-tier Medicare Advantage carrier and one of the largest U.S. health insurers, offering Medicare Advantage, Medicare Supplement, and Part D plans as a primary carrier. Serves as both a competitor (via its own direct sales channels) and a key carrier partner relationship for The Wellesley Group.
- UnitedHealthcare (AARP): Largest U.S. Medicare Advantage carrier with AARP-branded Medicare Supplement and Medicare Advantage plans. Functions as both a competitor through direct distribution and a carrier partner for brokerages like The Wellesley Group.
Market position
Strengths4 records
Weaknesses5 records
Competitive moat3 records
Key risks6 records
Key highlights6 records
Customer concentration
The Wellesley Group social profiles
Digital presenceThe Wellesley Group financial estimates
Financial estimateRevenue estimate
Valuation estimate
The Wellesley Group leadership team
Management profileNumber of profiles
Profiles1 record
The Wellesley Group funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
The Wellesley 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 The Wellesley Group
What does The Wellesley Group do?
The Wellesley Group operates as an insurance brokerage that distributes multiple insurance product categories to individual consumers through online quote request forms. It represents multiple insurance carriers across Medicare Supplement, Medicare Advantage (MAPD), Final Expense, Long-Term Care, Short-Term Care, Dental/Vision/Hearing, Hospital Indemnity, Cancer/Heart/Stroke, and Annuities, earning commissions on placed policies.
Is The Wellesley Group a public or private company?
The Wellesley Group is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was The Wellesley Group founded?
The Wellesley Group was founded in 1991. It employs 11 to 50 people.
Where is The Wellesley Group based?
The Wellesley Group is headquartered in Indianapolis, United States, in the North America region.
How does The Wellesley Group make money?
One revenue line is on record: insurance Commission Revenue.
Who are The Wellesley Group's main competitors?
Direct peers on record are eHealth, GoHealth, QuoteWizard (by LendingTree), Senior Market Sales, SelectQuote and HealthMarkets. Broad incumbents are Mutual of Omaha, Aetna (CVS Health), Humana and UnitedHealthcare (AARP).
Does The Wellesley Group have an API?
No public API is recorded for The Wellesley Group.
What industry is The Wellesley Group in?
The Wellesley Group's product category is Insurance Brokerage. Its primary akta.pro industry code is FSAEADAA, Retail (Personal Lines) Insurance Brokerage, with a secondary code of FSAIAEAG, Medicare Supplement (Medigap). Its NAICS code is 52421 and its SIC code is 6411.