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SimplyInsured is an online platform that helps small businesses shop for, buy, and manage health insurance for their employees.
SimplyInsured is an online insurance broker for small businesses. Instead of calling around to different insurance agents and waiting days for quotes, a small-business owner can go to SimplyInsured's website, enter some basic information about the company and its employees, and compare health insurance plans from major carriers side by side in minutes.
The company makes money the way most insurance brokers do: it earns a commission from the insurance carriers when a business buys a plan through its platform. That commission is typically built into the premium the carrier charges, so the business usually pays the same price it would pay going directly to the insurer. SimplyInsured's pitch is speed and simplicity. It handles the shopping, the paperwork, and the ongoing administration — things like adding a new hire to a plan or answering employees' questions about coverage — that a small company with no HR department would otherwise have to figure out alone. The business sits in a tricky spot. Health insurance is heavily regulated, varies enormously from state to state, and the rules shift whenever the government changes healthcare policy. SimplyInsured has to stay on top of all of that across the whole country. It also competes with traditional human brokers, who still dominate small-group insurance, and with larger online benefits platforms that have more resources. Its edge is focus: it was built specifically for small businesses, the segment big brokers often find too small to bother with.
SimplyInsured is a private company, so it doesn't report public financials. It started as part of Y Combinator, the famous startup accelerator, and has raised venture funding to grow the platform. The bet is straightforward: millions of small businesses in the United States need health insurance for their workers, and most of them dread the process. If SimplyInsured can make that dread disappear, it earns a commission on every plan it sells.
Saved answer · last researched 15 Nov 2026