insurance-brokerage
(23)
Health IQ Bet the Company on Knowing You Better Than Your Broker
A health quiz became a life-insurance discount, then a Medicare prediction engine. The idea was unusually legible. The bill for scaling it was not.
Mindr Built a Business Around Getting the Car Keys Back
The company behind Intoxalock connects breath tests, repair shops, insurance and court reporting. Its next bet is persuading people to buy alcohol monitoring before a judge requires it.
Venbrook is buying the expertise your next claim might need
From college athletes to commercial landlords, Venbrook has assembled specialists for risks that rarely stay in one department. Its next challenge is making those businesses work together.
Brian King Keeps Watch Over the Customers Who Almost Said Yes
Long before digital funnels became dashboard furniture, Brian King studied the people who walked away before buying. At Munn Insurance, that old question became a practical operating system for growth, service and change.
The 120-Year-Old Insurance Broker That Bet the Future on a Very Human Algorithm
Munn Insurance dragged a Newfoundland family brokerage from cod-liver-oil commerce into cloud software and online quotes. Its sharper idea was knowing where automation should stop.
Navacord Let Local Brokers Keep the Keys - Then Built a $7.2 Billion National Machine
The Canadian broker grew by promising entrepreneurs scale without erasing their local touch. Now a national rebrand and the Acera merger are testing whether independence can survive its own success.
HUB International Canada’s Quiet Playbook: Keep the Local Broker, Scale Everything Behind Them
HUB’s Canadian machine grew by buying local brokerages without trying to bleach out their local character. The payoff is a useful lesson for any service business trying to scale expertise without turning relationships into a call-centre script.
The $40,000 Bet That Turned Bilingual Insurance Into a 280-Office Machine
Ivan and Ania Herrera bought a name with no customers in the middle of a financial crisis. Their useful insight was less glamorous than disruption: speak the customer’s language, compare more carriers and turn the neighborhood agent into a repeatable franchise.
How 24 Insurance Firms Merged Into One and Skipped the Awkward Small-Talk Phase
Twenty-four independent agencies merged on the same January morning in 2017. Nine years and roughly 130 acquisitions later, Alera Group is a $1.5 billion insurance and wealth firm - and it is still shopping.
Joli Kindler Built a Brand Inside the Quietest Corner of Finance
A marketing coordinator who never left, and spent fifteen years turning insurance brokerage into a brand people could actually feel.
The $13 Billion Bet on Making Big Insurance Feel Small
NFP built a sizeable brokerage by staying close to middle-market clients. Now Aon is testing whether global scale can strengthen that intimacy without sanding it away.
Gallagher Built a $13.9 Billion Business on Everything That Could Go Wrong
It does not make hurricanes, cyberattacks or workplace injuries disappear. Gallagher makes them legible, negotiable and survivable - then earns a commission or fee for standing between uncertainty and the organizations exposed to it.
Aon Built a $17 Billion Business Out of the Question Nobody Can Answer
When catastrophe models, employee benefits and billions of dollars of insurance capacity meet, uncertainty becomes a product. Aon has spent decades learning how to package it.
Leavitt Group
Leavitt Group has spent seven decades turning a Cedar City agency into a 31-state brokerage without sanding off local ownership. Its edge is a partnership model that gives independent operators national leverage and a reason to stay.
Marsh
The 155-year-old professional services firm has turned uncertainty into a $27 billion business. Its real product is neither a policy nor a spreadsheet, but a better-informed decision before the bill comes due.
The Baldwin Group
The Tampa firm grew from a Florida brokerage into a $1.5 billion national platform. Its next act is less about selling policies than connecting advice, underwriting, embedded distribution and AI into one insurance operating system.
CBIZ
CBIZ spent three decades stitching local specialists into a national middle-market machine. After swallowing Marcum, it is now set to become part of Grant Thornton - a $5 billion coda to the accounting industry's consolidation race.
Sivan Iram
Sivan Iram is the co-founder and CEO of Flow (Flow Specialty), a Mountain View-based next-generation wholesale brokerage that uses GenAI and licensed human experts to automate specialty commercial insurance placement. A former software engineer turned operator with a Harvard MBA, he spent a decade writing code and running go-to-market at Lenovo before starting Flow in 2021 to bring enterprise-grade service to the small and mid-market accounts the industry had long ignored. Flow has raised roughly $20-25M led by Lightspeed Venture Partners.
WithCoverage
WithCoverage is a New York-based insurtech that replaces the traditional commission-based insurance broker with a flat-fee, AI-enabled risk management team. Its platform pairs licensed insurance experts, attorneys and claims specialists with an AI audit engine that scans policies and operations to find hidden exposures, run competitive carrier bidding, and cut premiums - routinely saving clients over $100,000 a year. Founded in 2023 by Opendoor co-founder JD Ross and Compound alumnus Max Brenner, the company has replaced brokers for 550+ fast-growing businesses including Gopuff, Bombas, Blank Street and Eight Sleep, and raised a $42M Series B in January 2026 co-led by Sequoia Capital and Khosla Ventures.
arqu
arqu is a San Francisco-based, tech-enabled wholesale insurance brokerage rebuilding how large, complex commercial risks are placed in the roughly $100bn US Excess & Surplus (E&S) market. Rather than acting as a quick-quote platform, arqu pairs experienced broker teams with proprietary software that pre-underwrites every risk in depth, giving retail brokers and capacity providers better data, faster placements, and sharper pricing. It focuses on construction, real estate, energy, and environmental risks and works with 20 of the largest retail brokerages in the country.
Flow Specialty
Flow Specialty is a Mountain View insurtech that set out to automate the grind of specialty wholesale insurance placement with AI. Founded in 2021 as Capitola and rebranded to Flow in April 2024, the company built what it called the industry's first AI insurance broker: a system of backend AI agents - branded 'Platformless AI' - that read submissions, match risk to carrier appetite, build quotes and support human brokers end-to-end without asking retail agents to log into anything. In 2024 its AI reportedly became the first system to pass an RPLU underwriting certification exam, and the firm claimed a 50% quote-to-bind ratio, roughly double the industry norm. In June 2026, ReSource Pro acquired Flow's technology, IP and core team, appointing founder Sivan Iram to lead a new 'AI Factory.'
Harper
Harper is an AI-native commercial insurance brokerage based in San Francisco that matches small and mid-sized businesses with more than 160 insurance carriers for workers' compensation, general liability, and professional liability coverage. Founded in 2024 by second-time founders Dakotah Rice and Tushar Nair and backed by Y Combinator (W25), Harper uses internally built AI to automate submission routing, form completion, underwriter follow-ups, and document collection - work that often takes traditional brokers five to seven days and that Harper aims to do in one to two. The company has served more than 5,000 businesses across 35 states and raised $47M in combined seed and Series A funding.
Michael Konialian
Michael Konialian is the founder and CEO of Modern Life, an AI-powered life insurance brokerage built for financial advisors. After a winding path from aerospace structures at NASA to nuclear diplomacy at the U.S. State Department to scaling CoverWallet's advisor business into an Aon acquisition, he was floored by how confusing, invasive, and outdated it was to buy life insurance for his own family. Modern Life is his answer: a single dashboard that lets advisors pull instant quotes from 30-plus carriers and compress a process that once took six months into minutes. In November 2025 the company raised a $20M Series A led by Thrive Capital, bringing total funding to $35M.