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Radar · Internet First Insurance Platforms in Illinois

Best Internet First Insurance Platforms Companies in Illinois, United States

The 46 best Internet First Insurance Platforms companies in Illinois, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Clearcover.

46companies tracked
$993.5Mdisclosed funding
2unicorns
16have raised

Ranked: Best Internet First Insurance Platforms companies in Illinois

#CompanyDisclosed fundingLast roundStageFounderFoundedApp-install YoYPatents & IP focusRecent signals
1Clearcover 🦄
Online platform that provides automotive insurance
78Funding top 15%Tech top 22%Moat top 26%Customers top 28%
All 12 signals ▾
Fundingtop 15%
Techtop 22%
Moattop 26%
Customerstop 28%
Producttop 31%
Innovationtop 37%
Markettop 38%
Talenttop 38%
AItop 45%
Growthbottom 45%
Globalbottom 37%
Newsbottom 24%
Funding: Raised $406M across 9 rounds · 9 rounds over 10 yrs (0.9/yr)
Tech: 60 technologies across 7/8 capability areas · Cloud: Amazon Cloudfront, Amazon S3
rank vs industry peers · Fliar Intelligence Index 78/100
$406M10 mo agoSeries DDerek Brigham
Co-Founder & Chief Operating Officer
2016+14%——
2Kin 🦄
Online platform for homeowner insurances for individuals
69Funding top 12%Product top 21%Moat top 26%Tech top 32%
All 10 signals ▾
Fundingtop 12%
Producttop 21%
Moattop 26%
Techtop 32%
Markettop 34%
Innovationtop 39%
Talentbottom 49%
Growthbottom 47%
Globalbottom 39%
Newsbottom 27%
Funding: Raised $372M across 13 rounds · 13 rounds over 9 yrs (1.4/yr)
Product: 7 distinct product lines · Company stage: Series E
rank vs industry peers · Fliar Intelligence Index 69/100
$372M11 mo agoSeries ESean Harper
CEO and Co Founder
2016——1 award
3GoHealth
Platform offering healthcare insurance solutions
$50M46 mo agoPublicClint Jones
Co-Founder & Co-Chairman
2001———
4HDVI
Telematics-based data & monitoring solutions for auto insurers and fleet owners
$48M18 mo agoSeries CReid Spitz
President & Co-Founder
2018———
5Obie
Insurance solutions for landlords and real estate investors
$40M41 mo agoAcquiredRyan Letzeiser
Co-Founder & CEO
2014———
6Insureon
Online comparison platform for property & causality insurance
$31M129 mo agoAcquired—2011——1 award
7Figo Pet Insurance
Flexible pet insurance designed by pet people for modern pet parents
$22M80 mo agoAcquired—2012+39%——
8CCC
AI and cloud-driven insurance claims solution for the insurance and automotive industry
$14M76 mo agoPublic—1980—3 patents
Passive dust suppression systems for bulk material transfer chutes and conveyors
—
9Delta Dental
Dental insurance plans for individuals, groups, and businesses
$7M169 mo agoFunding RaisedJames Hutchison
President & CEO
1966+38%——
10Fetch by the Dodo
Provider of pet insurance for cats & dogs
$2M197 mo agoSeedPaul Guyardo
President & CEO
2003+30%—1 job opening · 3 awards
11Safe Deposit Box Insurance Coverage
Safe deposit box insurance provider
$1M170 mo agoSeedJerry Pluard
Co-Founder & President
2010———
12Dispute Bills
Medical bills claim management for consumers
$400K126 mo agoDeadpooled—2015———
13COVIE
Data management & monitoring solution for the insurance industry
$125K56 mo agoSeed—2003———

Top 12 Internet First Insurance Platforms companies in Illinois

#1
Series D · Chicago, Illinois · founded 2016 · 450 employees
$406Mraised
▾

Online platform that provides automotive insurance. It features a Quick View ID card to manage policy information, submit claims, claims to track, change payment methods, make payments, view payment information, and more. It also validates coverages and determines eligibility for expedited payment.

Fliar Intelligence Index™ 78how this company ranks against its industry peers
Funding
top 15%
Tech
top 22%
Moat
top 26%
Customers
top 28%
Product
top 31%
Innovation
top 37%
Funding: Raised $406M across 9 rounds · 9 rounds over 10 yrs (0.9/yr) · Last round Series D (Oct 2025)
Tech: 60 technologies across 7/8 capability areas · Cloud: Amazon Cloudfront, Amazon S3 · Devops: Envoy
Moat: Editorial + unicorn rating 9/10 · Unicorn · 9 curated direct competitors tracked
Funding rounds
  • Oct 2025Series D$25M
  • Jan 2025Series D$26.2M
  • Oct 2024Series D$44M
  • Mar 2024Series D$55M
Founders & team
Derek BrighamCo-Founder & Chief Operating OfficerKyle NakatsujiCo-Founder & CEO
Investors
OMERS, American Family Ventures, Cox Enterprises, IA Capital Group, SVB, Eldridge Industries
Tech stack
Amazon CloudfrontAmazon S3Amazon Web ServicesAosApple Icloud MailAppnexus
#2
Kin 🦄
Series E · Chicago, Illinois · founded 2016 · 504 employees
$372.4Mraised
▾

Online platform for homeowner insurance platform for individuals. It offers claims settlement services. It features a repair program for policyholders to rebuild homes. It offers insurance such as condo insurance, vacation home insurance, landlord insurance, and more. It also helps with insurance fraud.

Fliar Intelligence Index™ 69how this company ranks against its industry peers
Funding
top 12%
Product
top 21%
Moat
top 26%
Tech
top 32%
Market
top 34%
Innovation
top 39%
Funding: Raised $372M across 13 rounds · 13 rounds over 9 yrs (1.4/yr) · Last round Series E (Sep 2025)
Product: 7 distinct product lines · Company stage: Series E
Moat: Editorial + unicorn rating 9/10 · Unicorn · 9 curated direct competitors tracked
Audience (LinkedIn): 28k LinkedIn followers — 8.4% of this cohort's audience · 89 engagements/post (10.4× cohort median)
Hiring (LinkedIn): 1 hiring post in 12 mo (public) · hiring: Great Place to Work® Certified
Activity (LinkedIn): 1 awards announced in 12 mo
Funding rounds
  • Sep 2025Series E$50M
  • Sep 2025Conventional Debt$200M
  • Jan 2024Series D$15M
  • Sep 2023Series D$33M
Founders & team
Sean HarperCEO and Co Founder
Investors
QED Investors, Geodesic Capital, AllegisCyber Capital, Alpha Edison, Hudson Structured Capital Management, Runway Growth Capital
Tech stack
Amazon CloudfrontAmazon S3Amazon Web ServicesAmobeeAngularApple Icloud Mail
#3
Series C · Chicago, Illinois · founded 2018 · 82 employees
$48.5Mraised
▾

HDVI provides telematics-based data & monitoring solutions for auto insurers and fleet owners. It offers solutions for fatigue analysis, compliance management, analyzing driving behavior, vehicle-related data management, and more. It also offers solutions for fleet management.

Funding rounds
  • Feb 2025Series C$40M
  • Aug 2021Series B$32.5M
  • Aug 2020Series A$16M
Founders & team
Reid SpitzPresident & Co-FounderChuck WallaceCEO
Investors
Munich Re Ventures, 8VC, Weatherford Capital, Daimler Trucks North America, Qualcomm Ventures, Autotech Ventures
Tech stack
6SenseAnimate.CssCloudflareCloudflare Bot ManagementCore-JsFacebook Pixel
#4
Acquired · Chicago, Illinois · founded 2014 · 110 employees
$39.6Mraised
▾

Insurance solutions for landlords and real estate investors. It offers coverage for rental properties and support customers understand the natural risks in their area through their risk map feature.

Funding rounds
  • Mar 2023Series B$26M
  • May 2021Series A$10.7M
  • Feb 2020Seed$2.8M
  • Aug 2019Seed$150K
Founders & team
Ryan LetzeiserCo-Founder & CEOAaron LetzeiserCo-Founder
Investors
Battery Ventures, Thomvest Ventures, FundersClub, MetaProp NYC, Second Century Ventures, Y Combinator
Tech stack
Apple Icloud MailCloudflareCloudflare Bot ManagementCloudflare TurnstileCore-JsFacebook Pixel
#5
Public · Chicago, Illinois · founded 2001 · 2467 employees
$50Mraised
▾

Platform offering healthcare insurance solutions. It provides healthcare insurance solutions for insurers, agents, and consumers. It features solutions for sales, comparison, lead management, CRM, and more. It also offers health and dental policy solutions for individuals and families.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 67k LinkedIn followers — 20.0% of this cohort's audience
Activity: 3 product launches announced in 12 mo
Funding rounds
  • Sep 2022Post IPO$50M
  • Jun 2012Series C$50M
  • 2004Conventional Debt—
Founders & team
Clint JonesCo-Founder & Co-Chairman
Investors
Norwest Equity Partners, Nimble Ventures, Apollo Investment Corporation, HTIF, Seyen Capital, ACE & Company
Tech stack
Amazon CloudfrontAmazon S3Amazon SesAmazon Web ServicesAngularApple Business Chat
#6
Acquired · Chicago, Illinois · founded 2012 · 138 employees
$21.5Mraised
▾

Flexible pet insurance designed by pet people for modern pet parents. They offer customizable pet insurance plans with options for wellness coverage, vet exam fee coverage, and curable pre-existing conditions. They focus on simplicity, transparency, passion, inclusivity, flexibility, and community. They provide fast claim processing, often within three business days, and offer access to licensed veterinary professionals. Their platform includes a pet cloud, blog, and resources to support pet parents. They are committed to providing pet insurance that fits into the lives of pet parents, offering a range of options to meet individual needs. They are a remote-friendly company with a pet-friendly office. They are pet-forward insurance experts, with a US-based customer experience team that is P&C licensed. They offer pricing and subscription options.

Funding rounds
  • Dec 2019Series C$5M
  • Jan 2019Conventional Debt—
  • Jan 2019Series B$1.5M
  • Mar 2018Series B$4M
Investors
HCS Capital Partners, Independence American, Fuel Venture Studio
Tech stack
Adobe Audience ManagerAmazon AdvertisingAmazon WebstoreAppnexusAzureAzure Front Door
#7
Public · Chicago, Illinois · founded 1980 · 6 employees
$14.1Mraised
▾

AI and cloud-driven insurance claims solution for the insurance and automotive industry. It also provides workflow software and enabling technologies to automotive collision repairers, parts suppliers, property and casualty insurance carriers. It provides marketing solutions for users.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 48k LinkedIn followers — 14.2% of this cohort's audience · 42 engagements/post (4.9× cohort median)
Funding rounds
  • Mar 2020Unattributed$14.1M
  • Jul 2013PE—
  • Dec 2011Unattributed$1.8M
  • Sep 2011Unattributed$1M
Investors
Hillhouse, TPG, Golden Valley Capital, TCV, Capricorn Holdings, Asal Capital
Tech stack
AkamaiAkamai MpulseAmazon SesAmazon Web ServicesApple Icloud MailBoomerang
#8
Acquired · Chicago, Illinois · founded 2011 · 115 employees
$31Mraised
▾

Online comparison platform for property & causality insurance. It offers quotes for errors & omissions insurance, workers' compensation, commercial property insurance, commercial auto insurance, and more. It also offers cyber liability insurance for businesses. Its insurance partners include Travelers, Chubb, Liberty Mutual Insurance, and more.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 5k LinkedIn followers
Activity: 1 awards announced in 12 mo
Funding rounds
  • Oct 2015Series C$31M
Investors
Oak HC/FT, Accretive
Tech stack
Amazon Web ServicesBootstrapBrightedgeCloudflareCloudflare Bot ManagementCloudflare Rocket Loader
#9
Funding Raised · Oak Brook, Illinois · founded 1966 · 307 employees
$7.1Mraised
▾

Dental insurance plans for individuals, groups, and businesses. Provide comprehensive dental coverage having multiple network of dentists. Provides solutions to find a dentist nearby, search and compare dental offices to find one that suits individual needs. Application is made available on Android and iOS platforms.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 3k LinkedIn followers · 17 engagements/post (1.9× cohort median)
Funding rounds
  • Jul 2012Grant (prize money)$6.7M
  • Apr 2012Grant (prize money)$59.6K
  • Apr 2009Grant (prize money)$375K
Founders & team
James HutchisonPresident & CEO
Investors
HHS
Tech stack
AccessibeAdobe Experience ManagerAmazon AlbAmazon CloudfrontAmazon S3Amazon Web Services
#10
Seed · Chicago, Illinois · founded 2022
$20Kraised
▾

Centinel is a technology company that provides claims-free coverage for hard-to-insure risks. They offer easily customizable solutions to protect against risks that traditional insurance may not cover, such as inclement weather or transportation outages. Their services aim to provide peace of mind and protect against potential financial losses.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 361 LinkedIn followers
Funding rounds
  • 2024Seed$20K
Founders & team
Soton RosanwoFounder & CEO
Investors
Techstars, Right Side Capital Management
#11
Seed · Bolingbrook, Illinois · founded 2003 · 210 employees
$1.6Mraised
▾

Provider of pet insurance for cats & dogs

LinkedIn Pulse recent public activity · Jul 2026
Audience: 41k LinkedIn followers — 12.1% of this cohort's audience · 29 engagements/post (3.4× cohort median)
Hiring: 1 hiring post in 12 mo (public) · hiring: Pet Insurance Sales Associates
Activity: 3 awards announced in 12 mo
Funding rounds
  • Feb 2010Seed$1.6M
Founders & team
Paul GuyardoPresident & CEO
Investors
Warburg Pincus
Tech stack
Amazon AlbAmazon CloudfrontAmazon ElbAmazon S3Amazon Web ServicesAnimate.Css
#12
Seed · Elgin, Illinois · founded 2010 · 3 employees
$1Mraised
▾

Safe Deposit Box Insurance Coverage provides a patented insurance solution which is designed to protect valuables stored inside safe deposit boxes, without compromising on confidentiality or privacy. It is an insurance solution that covers all legal property stored inside a box against natural disasters and catastrophes, including theft due to burglary or robbery. It has partnered with AXA ART to offer the insurance solution in all 50 states and the District of Columbia.

Funding rounds
  • 2012Seed$1M
Founders & team
Jerry PluardCo-Founder & PresidentCliff LeveCo-Founder
Investors
Advantage Capital, Saturday Capital
Tech stack
All In One SeoCloudflareCloudflare Bot ManagementCloudflare Browser InsightsFont AwesomeGoogle Analytics

Funding & investor landscape

$993.5Mtotal disclosed funding
14companies funded
57disclosed rounds
0rounds last 90 days
Most active investors
500 Global2 rounds
AllegisCyber Capital2 rounds
Better Tomorrow Ventures2 rounds
Geodesic Capital2 rounds
Lightbank2 rounds
OnRamp Insurance Conference2 rounds
Second Century Ventures2 rounds
Y Combinator2 rounds
8VC1 rounds
ACE & Company1 rounds

Notable founders

Derek Brigham
Co-Founder & Chief Operating Officer · Clearcover
Kyle Nakatsuji
Co-Founder & CEO · Clearcover
Sean Harper
CEO and Co Founder · Kin
Reid Spitz
President & Co-Founder · HDVI
Chuck Wallace
CEO · HDVI
Ryan Letzeiser
Co-Founder & CEO · Obie
Aaron Letzeiser
Co-Founder · Obie
Clint Jones
Co-Founder & Co-Chairman · GoHealth
James Hutchison
President & CEO · Delta Dental
Soton Rosanwo
Founder & CEO · Centinel
Paul Guyardo
President & CEO · Fetch by the Dodo
Jerry Pluard
Co-Founder & President · Safe Deposit Box Insurance Coverage
Prism market signals · United States · country-scoped Prism corpus, 16,421,990 docs

Market landscape — 10 sub-themes by coverage

Share of Internet First Insurance Platforms coverage by sub-theme.

Regulatory-risk over time rising

Funding & growth over time

funding rising · growth rising

Common questions

How many Internet First Insurance Platforms companies are there in Illinois, United States?
Radar tracks 46 indexable Internet First Insurance Platforms companies headquartered in Illinois, United States that meet our profile-completeness bar.
What is the total funding raised by Internet First Insurance Platforms companies in Illinois, United States?
The Internet First Insurance Platforms companies in Illinois, United States on this list have raised a combined $993.5M in disclosed equity funding across 14 funded companies.
Which is the highest-funded Internet First Insurance Platforms company in Illinois, United States?
Clearcover is the highest-funded Internet First Insurance Platforms company in Illinois, United States, with $406M in disclosed equity funding.
How many Internet First Insurance Platforms companies in Illinois, United States are funded?
14 of the 46 Internet First Insurance Platforms companies in Illinois, United States on this list have disclosed at least one equity funding round.
How many Internet First Insurance Platforms unicorns are there in Illinois, United States?
2 Internet First Insurance Platforms companies in Illinois, United States on this list are valued at $1B or more.
Who are the top investors in Illinois, United States Internet First Insurance Platforms companies?
The most active investors in Illinois, United States Internet First Insurance Platforms companies on this list include 500 Global, AllegisCyber Capital, Better Tomorrow Ventures, Geodesic Capital, Lightbank.
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