Healthpilot Technologies

What Healthpilot Technologies does

Healthpilot Technologies is a Nashville-based, private consumer technology company founded in 2020 that operates a direct-to-consumer Medicare plan comparison platform. The core product is a web-based application at medicare.healthpilot.com that enables Medicare-eligible individuals to compare Medicare Advantage, Part D prescription drug, Medigap supplement, and Original Medicare plans side-by-side, supported by a state-specific plan directory, structured educational modules covering each Medicare part and enrollment periods, and licensed advisor phone support Monday-Friday 9am-6pm CST. The company has scaled to over 100,000 cumulative members and is led by CEO David Francis and Founder/Vice Chairman Jonathan Kolstad.

Healthpilot generates revenue through a commission-based affiliate referral model, earning payments from insurance carriers when consumers enroll in Medicare plans through the platform, similar to a digital insurance brokerage or lead generation business. Distribution is primarily organic and content-driven via SEO-optimized Medicare education content, supplemented by Trustpilot-validated trust signals. In July 2024, Humana, one of the largest U.S. Medicare Advantage insurers, made a strategic investment in the company, signaling carrier alignment and providing capital for further scaling. The business model is structurally tied to Medicare enrollment cycles (Annual Election Period and Initial Enrollment Periods), and the company operates with a lean team of 11-50 employees across its U.S. footprint.

Name

Healthpilot Technologies

Website

https://healthpilot.com

Company type

Private

Founded year

2020

Operating status

Operating

Headcount range

11–50 employees

Ownership category

akta.pro rank

Product category

Medicare Insurance Brokerage

NAICS

Pharmacy Benefit Management and Other Third Party Administration of Insurance and Pension Funds (524292)

SIC

Hospital & Medical Service Plans (6324), Services-Health Services (8000)

akta.pro primary industry

Medigap Plan Administration (Enrollment, Billing & Member Services) (HLAEADAC)

akta.pro secondary industries

Medicare Supplement (Medigap) Plans (FSAIAGAB), MA-PD Plans (Medicare Advantage with Prescription Drug Coverage) (FSAIAGAG)

Keywords

• Medicare plan comparison
• Health insurance brokerage
• Medicare Advantage plans
• Medicare enrollment assistance
• Senior health insurance

Headquarters

HQ city

Nashville

HQ country

United States

HQ region

North America

Markets served

GTM type

B2C

Offering type

Services

Cost components

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

Revenue model

1. Commission-based referrals: Healthpilot generates revenue by referring consumers to Medicare insurance plans. The company earns commissions from insurance providers when users enroll in plans through the platform, similar to an insurance aggregator or lead generation model.

Go-to-market motion1 record

Distribution channels2 records

Marketing channels4 records

Core offering

Healthpilot Technologies operates a direct-to-consumer Medicare plan comparison platform that allows individuals to compare Medicare Advantage, Part D prescription drug, and Medigap plans side-by-side. The service is provided at no cost to consumers and is supported by licensed advisors reachable via phone (855-922-5051) and through educational content covering Original Medicare, enrollment periods, and state-specific plan availability. Healthpilot earns revenue through commissions from insurance carriers when users enroll in plans through the platform.

Product overview

Healthpilot Technologies offers a unified Medicare plan comparison platform designed to simplify finding and selecting Medicare coverage. The core product is the Healthpilot Medicare Plan Comparison Platform at medicare.healthpilot.com, which enables users to compare plans side-by-side and access expert guidance. Supporting the platform are educational modules covering Medicare Part A (hospital insurance), Part B (medical insurance), Part C (Medicare Advantage), Part D (prescription drug coverage), and Medigap supplement insurance. The platform also includes enrollment period guidance and state-specific plan information to assist beneficiaries in making informed coverage decisions.

Differentiator

Problem solved

Functional benefit

Products and services

• Healthpilot Medicare Plan Comparison Platform

Segments1 record

Ideal customer profiles1 record

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature2 records

Scale indicators1 record

Recent moves5 records

Expansion highlights4 records

Emerging players

• Policygenius: Online insurance comparison platform covering life, disability, home/auto, and increasingly health; overlapping comparison UX and DTC acquisition playbook, though with broader product scope.

Direct peers

• GoHealth: Medicare-focused insurance marketplace combining online comparison with telesales agents; competes head-to-head with Healthpilot for MA and Medigap enrollment commissions.
• SelectQuote: Senior-focused insurance distribution platform with strong Medicare Advantage and Medigap enrollment operations; uses a similar phone-assisted, commission-based DTC model.
• eHealth: Public Medicare and health insurance marketplace that lets consumers compare and enroll in MA, Medigap, and Part D plans online; operates the same DTC comparison and commission-referral model as Healthpilot.
• HealthMarkets: Insurance agency network helping individuals compare and enroll in Medicare, ACA, and supplemental health plans; directly comparable in target customer and carrier-paid compensation model.
• SmartFinancial: Insurance comparison marketplace that connects consumers with carriers and agents across multiple lines including Medicare; comparable in affiliate-referral economics and SEO-led acquisition.

Broad incumbents

• Anthem / Elevance Health: Major multi-state Medicare Advantage carrier with growing direct enrollment capabilities; represents both a potential carrier partner and a direct competitor for plan selection traffic.
• UnitedHealthcare (AARP Medicare): Largest Medicare Advantage carrier with its own direct-to-consumer enrollment portal; competes for the same beneficiary flow and sets the commission benchmarks Healthpilot relies on.
• Humana: Top-tier Medicare Advantage carrier and Healthpilot's lead investor; operates its own direct enrollment channels, making it both a strategic partner and a potential competitive threat.

Others

• Medicare.gov (CMS Plan Finder): Government-run Medicare plan comparison tool; represents the primary free comparator that Healthpilot's private marketplace must differentiate against on UX and guided support.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat3 records

Key risks5 records

Key highlights5 records

Customer concentration

• LinkedInlinkedin.com/company/healthpilot-technologies

Revenue estimate

Valuation estimate

Number of profiles

Profiles2 records

Funding overview

Funding rounds1 record

Investors1 record

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 Healthpilot Technologies