Insurance Insights & Guides
Plain-English guides on health, dental, vision, supplemental, and family insurance — written by licensed agents who do this every day.
Covering a Founding Team on a Lean Budget
Lean ways for early startups to cover a founding team's health insurance before formal HR exists.
When to Switch From Individual to a Group Plan
The signals that tell a founder it's time to move from individual coverage to a group plan or ICHRA.
Health Insurance for Startup Founders in 2026
Coverage for founders before you have an HR department.
The Real Cost of Going Without Dental Insurance (And the Fix That Costs $19/Month)
What looks like saving $200 on a cleaning often becomes a $3,000+ problem 18 months later. Here's the math nobody shows you before you cancel your dental plan.
What Is Supplemental Insurance — And Does Anyone Actually Need It?
Your health insurance covers the doctor. Supplemental insurance covers your rent, your car payment, and the income you stop earning while you recover.
Open Enrollment 2026: Everything You Need to Know Before November 1
Your one guaranteed chance each year to switch, upgrade, or enroll in a health plan — with no qualifying event required. Here's how to prepare.
Family Health Insurance: How to Choose the Right Plan When Other People Are Counting on You
Four people, four sets of doctors, four different prescriptions — and one budget. Here's the framework we use to pick family plans without losing your mind.
Group Health Insurance vs. Individual ACA Plans: What Startup Founders Should Choose First
A practical comparison for early teams deciding between tax-advantaged group benefits and subsidy-eligible individual marketplace coverage.