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Coverage, explained without the jargon

Guides for people who buy their own insurance — and the only legislation tracker built for group health buying.

Group Buying

AHP Legislation Tracker: Where H.R. 6703 and S. 1847 Stand

A continuously updated, sourced status page for the federal bills that would legalize cross-industry group health buying for freelancers and small businesses.

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49 articles

Guides8 min read

The Self-Employed Person's Guide to Health Insurance in 2026

Every real option for freelancers and 1099 workers — ACA plans, spouse coverage, COBRA, and what to avoid — with the tax angles explained.

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Employers7 min read

Level-Funded Health Plans, Explained for Small Business Owners

The funding model that sits between fully-insured and self-funded — how it works, who it fits, and the refund math nobody explains.

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Group Buying5 min read

Why Group Size Is Negotiating Power in Health Insurance

The actuarial and economic reasons big employers pay less — and how organized groups of freelancers can start capturing some of that leverage.

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Guides6 min read

Your ACA Open Enrollment Checklist (Plan Year 2027)

Dates, documents, and the five decisions that matter most when picking a marketplace plan — plus special enrollment triggers if you can't wait.

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Employers7 min read

ICHRA vs. Group Health Insurance: What's Best for Your Small Business?

Individual Coverage HRAs let you fund employees' own marketplace plans instead of running a group plan. Here's how the two models actually compare on cost, control, and effort.

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Guides7 min read

How to Compare ACA Marketplace Plans: A Step-by-Step Guide

Premiums are only a third of the story. A practical, jargon-free method for comparing marketplace plans on total cost, network, and drug coverage.

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Group Buying4 min read

Portable Benefits: The Other Fix the Gig Economy Is Waiting For

Group buying is one path; benefits that follow the worker are another. Where portable-benefits experiments stand.

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State Guides5 min read

Health Insurance for the Self-Employed in Texas: What to Know

Texas uses the federal marketplace, which means live plan comparison works statewide. How Texans shop smart, from Dallas to the border.

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State Guides5 min read

Florida's ACA Marketplace: A Guide for Freelancers and Families

Florida leads the nation in marketplace enrollment. What that competition means for your premiums, and the traps to avoid.

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State Guides4 min read

North Carolina Health Coverage for Independent Workers

Medicaid expansion changed the math in North Carolina. Where freelancers and small businesses fit now.

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State Guides4 min read

Georgia Access: How Georgia's Marketplace Works Now

Georgia moved to its own exchange platform. What changed for shoppers, and what stayed the same.

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State Guides4 min read

Arizona Health Insurance for Freelancers and Gig Workers

Phoenix's gig economy runs on independent workers. How Arizona's federal marketplace serves them.

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State Guides5 min read

Ohio Small Business Health Coverage: Group, Level-Funded, or ICHRA?

Ohio's stable insurance market gives small employers three real paths. How to pick between them.

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State Guides4 min read

Pennsylvania's Pennie Exchange: What Shoppers Should Know

Pennsylvania runs its own marketplace, Pennie. How that changes the shopping experience for independents.

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State Guides4 min read

Michigan Health Coverage for the Self-Employed

Michigan's federal marketplace plus strong Medicaid expansion make for one of the friendlier states to go independent.

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State Guides4 min read

Tennessee Health Insurance Without an Employer

No income tax, big gig economy, federal marketplace. Tennessee's coverage landscape for independents.

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State Guides4 min read

Missouri's Marketplace: A Shopper's Guide

Medicaid expansion by ballot measure changed Missouri's floor. What independents in KC and St. Louis should know.

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For Your Work5 min read

Health Insurance for Rideshare and Delivery Drivers

No employer plan, variable income, and a car between you and the ER. How drivers actually get covered.

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For Your Work5 min read

The Realtor's Guide to Health Insurance

Commission income, 1099 status, and a local association membership. How agents put those pieces together.

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For Your Work5 min read

Health Coverage for Contractors and Tradespeople

High-risk work makes coverage non-negotiable. The options for solo operators and small crews.

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For Your Work4 min read

Health Insurance for Salon Owners and Booth Renters

Booth renters are self-employed whether they feel like it or not. The coverage path for beauty professionals.

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For Your Work4 min read

The Creative Freelancer's Health Coverage Playbook

Photographers, designers, writers, and makers: coverage that survives feast-and-famine income.

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For Your Work5 min read

Health Insurance for Consultants and Fractional Executives

High income, no employer plan, and a choice: marketplace, spouse, or S-corp strategies.

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For Your Work4 min read

Owner-Operator Truckers: Getting Covered on the Road

Multi-state life, irregular home time, and 1099 settlements. Coverage that works from the cab.

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For Your Work4 min read

Health Insurance for Artists and Musicians

Gig income, tour schedules, and union adjacency. How working artists stay covered.

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For Your Work4 min read

Health Coverage for Nannies and Household Employees

Household employment is real employment. What nannies and the families who employ them should know.

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For Your Work5 min read

Farm and Ranch Families: Health Coverage Between Harvests

Lumpy income, rural networks, and the farm bureau question. Coverage for agricultural independents.

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Basics5 min read

HSAs Explained: The Triple Tax Break Hiding in High-Deductible Plans

Deductible in, growth untaxed, medical spending out — no tax at any step. Who should use an HSA and who shouldn't.

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Basics4 min read

Deductible vs. Max Out-of-Pocket: The Two Numbers That Actually Matter

Most shoppers fixate on the deductible. The max out-of-pocket is the number that protects you.

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Basics4 min read

HMO vs. PPO vs. EPO: Network Types in Plain English

Three acronyms, one question: how much freedom do you need, and what will you pay for it?

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Basics4 min read

Bronze, Silver, Gold, Platinum: What Metal Tiers Really Mean

The metals aren't quality ratings — they're math. How actuarial value translates to your monthly bill.

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Basics4 min read

Missed Open Enrollment? Special Enrollment Periods Explained

Life events open 60-day windows all year. What qualifies, what doesn't, and how to document it.

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Basics4 min read

COBRA vs. the Marketplace: Don't Auto-Pilot the Expensive Choice

COBRA keeps your old plan at full freight. The marketplace usually beats it — here's the actual comparison.

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Basics4 min read

Dental and Vision for Independents: Worth Buying?

Medical plans mostly skip adult teeth and eyes. When standalone coverage pays and when cash wins.

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Basics4 min read

Short-Term Health Plans: What the Low Price Actually Buys

They're cheap because they can say no. What short-term coverage excludes, and when it's genuinely useful.

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Basics5 min read

How Premium Tax Credits Actually Work (With Real Math)

The subsidy formula in plain numbers: benchmark plans, expected contributions, and why estimates matter.

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Basics5 min read

Seven Open Enrollment Mistakes That Cost Real Money

Auto-renewal traps, network drift, and subsidy leaks — the errors that turn a fine plan into an expensive one.

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Employers5 min read

Level-Funded Plans: The Questions Every Owner Asks

Refunds, laser risks, renewal cliffs — the FAQ version of how level-funded coverage really behaves.

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Employers4 min read

QSEHRA vs. ICHRA: Two HRAs, Two Different Businesses

Both reimburse individual coverage tax-free. Size caps, class rules, and which fits which employer.

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Employers4 min read

Hiring Employee #1: When Do Health Benefits Make Sense?

No law requires benefits under 50 employees. The market often does. How first-time employers decide.

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Employers4 min read

S-Corp Owners: The Health Insurance Payroll Rule You Can't Skip

More-than-2% shareholders have one path to deducting premiums — and it runs through the W-2.

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Employers4 min read

Do Health Benefits Actually Retain Employees? The Small-Business Math

Replacing an employee costs months of salary. What benefits realistically buy in retention terms.

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Group Buying5 min read

What Is a MEWA? The Structure Behind Every Association Plan

Multiple Employer Welfare Arrangements are how group buying legally happens — and why regulators watch them closely.

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Group Buying5 min read

A Short History of Association Health Plans

From guild plans to the 2018 rule and its rescission — how AHPs got here, and why the rules are what they are.

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Group Buying4 min read

Chamber of Commerce Health Plans: The Group Option Hiding in Plain Sight

Some chambers legally offer member health programs today. How they work and what to ask before joining.

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Group Buying5 min read

PEOs: Renting a Big Company's Benefits — at a Price

Professional Employer Organizations put your team on their payroll to unlock big-group rates. The real trade-offs.

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Group Buying4 min read

ERISA Basics Every Small Employer Should Know

The federal law behind every benefit plan — what it demands even from a five-person company.

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Group Buying4 min read

Why New Associations Must Wait: The Two-Year Rule Explained

Both current guidance and pending legislation demand associations exist before they insure. Here's the logic.

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Group Buying4 min read

Who Actually Regulates Your Health Plan: State or Federal?

The split personality of American insurance law, and why it decides what group buying can become.

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