Blog

New to Health Benefits? A Beginners Guide to Small Business Health Insurance

Searching for health insurance options for your small business team? This guide's got you covered.

An outline of the state of ohio with a sign that reads nonprofits

The Best Health Insurance for Ohio Nonprofits

And why a new health insurance benefit option called ICHRA is getting so much interest.

A document that says health insurance tax deduction with a post that reads Need Help

Health Insurance Tax Deductions Small Business Owners Need to Know About

Is your small business an S-Corp, C-Corp, or Sole Proprietorship? Your business structure determines how you handle this write-off.

Post it note with a thumbtack that reads "why not"

Why You Should NOT Pick StretchDollar for Your Small Business Health Benefits

There are a few situations where your small business SHOULD keep its current health benefits situation.

Outline of the state of Ohio with a highway sign in the middle

The Best Health Insurance for Ohio Small Businesses

Having a tough time finding budget-friendly health insurance for your small business team? Check out this guide.

The Best Health Insurance for Small Nonprofits in Texas

An easy-to-read guide on employee health insurance coverage for smaller-sized nonprofits.

An outline image of the state of Florida with a Florida highway sign

The Best Health Insurance for Florida Small Businesses

Health benefits can be tricky to navigate, especially for SMB owners. We're here to help!

Four stacks of coins holding the letters F, E, E, and S with an anti symbol on top to represent that StretchDollar's platform is now free.

StretchDollar is Now Free

Pre-tax health benefits (AKA ICHRAs) are the future. Run yours on our platform for free.

Outline of New Jersey with a highway sign that says Welcome to New Jersey

The Best Health Insurance for New Jersey Small Businesses

Finding health insurance for your team is tough. We simplify it in our latest guide for companies in the Garden State.

Report

Health Insurance History: How this Messy System Began (Part 1)

The roots of U.S. health insurance began a century ago in Dallas, Texas. Let's take a look.

Report

Two people in business outfit pulling a rope like a tug of war with the word business owner pointing to the middle.

Health Insurance History: How Employers Got in the Middle (Part 2)

How businesses got into the (weird) business of health insurance and an option that’s changing it.

An outline of California with a Welcome to California sign.

The Best Health Insurance for California Small Businesses

Navigating employee health insurance choices is hard. We simplify it here.

Do Health Insurance Companies Accept Credit Cards for Premium Payment?

Love racking up reward points? These health insurance carriers let you pay by credit card.

Illustration of Dolly, StretchDollar's wiener dog mascot facing forward and smiling

Meet Dolly the Wiener Dog, StretchDollar's beloved mascot!

Dolly is poised to capture hearts with her adorable and stretchy charm.

How to Shop for a Health Care Plan While Pregnant (or Planning to Be)

A few unique tips to factor in when thinking about your care (and health insurance) during this special time.

Outline of the state of Pennsylvania with a highway sign that reads Welcome to Pennsylvania.

The Best Health Insurance for Pennsylvania Small Businesses

Finding reasonable health benefits for your team is a very real challenge. This guide aims to help.

Medical Debt is a Big Problem. Here’s What We're Doing About It.

StretchDollar’s new partnership gives all members access to professional bill negotiation services.

An outline map of Texas with a Texas highway road sign.

The Best Health Insurance for Texas Small Businesses

Having a tough time finding budget-friendly health insurance for your team? We’ve crafted this guide just for you!

A gold trophy cup leaning to the right with stars coming out from the top.

The Best Health Insurance Options for Small Businesses with Under 20 Employees

We outline the pluses and minuses of current options, including a new one. (There is something for any budget.)

Four employees in aprons with the word franchise written on a chalkboard above them.

Guide to Health Benefits for Franchises (Including a Newer, More Affordable Option)

We simplify employee health benefit choices

A finger drawing a line moving upward with the word "costs" next to it to represent rising healthcare costs.

Employer Health Insurance Costs Jump in 2023

We explain the rise in prices and what small business owners can do.

Outline of the state of north carolina with a highway sign in the center.

The Best Health Insurance for North Carolina Small Businesses

You didn't start your small business to be a health insurance expert. We outline the basics here.

Outline of the state of Texas with a road sight that says "texas" and a rocket ship in the corner to represent startups.

Top 3 Health Benefit Options for Startups in Texas

Finding health benefits can be complicated (as if you have time!) Here are the best options for you and your team.

An outline image of the state of Illinois with a signpost that reads Illinois.

The Best Health Insurance for Illinois Small Businesses

Struggling to find affordable health insurance for your team in Illinois? This guide will help.

A red and white rocket launching into the sky with a hand giving a thumbs up.

StretchDollar Launches

We’re in 7 states today and expect to be in all fifty states by the end of 2024.

21 Health Insurance Acronyms Explained

Understanding healthcare language is hard enough without all those acronyms. We explain the alphabet soup here.

3 Marketplace Secrets that Small Business Owners Need to Know

And how it's helping make a pre-tax fixed health benefit become popular among small employers.

A red heart is broken in half with a bandaid keeping the two pieces together.

The Hidden Cost of Group Health Insurance — Discontinuity of Care

How the traditional way businesses have approached health benefits short changes their employees’ health.

A woman with a long-sleeved white shirt holding a red shopping basket.

Getting Started

How to Choose a Health Insurance Plan for YOU

Some key questions to ask yourself before jumping into health plan shopping.

A stack of antique looking books with the title: How ICHRA came to be

ICHRA History Lesson: How the Pre-Tax Health Benefit Came to Be

Let's go back in time and find out how and why ICHRAs were formed.

How to Appeal a Medical Bill

Appealing a medical bill can seem daunting, particularly if you're unsure where to begin. We unravel the steps here.

How to Choose a Health Insurance Plan for Your Family: A Step-By-Step-Guide

Ace your health insurance hunt for the family with our informative shopping guide.

A one-dollar bill is split almost in half to show what is left after taxes.

Pre-Tax Versus Post-Tax? Maximize Your Health Benefits with this Easy Step

Let’s get stretchy with those health benefit dollars.

The back of a woman's head with her right hand on the back of her head as she looks at two arrows going in different directions for HSA or HRA.

HRA vs. HSA: Which Is Better for Your Small Business?

Confused by the acronyms and what they mean? Get straightforward answers here.

Report

2023 Small Business Health Insurance Report: Trends and Expectations

A lot of not-so-good news is expected next year. But there is a glimmer of hope

A white paper airplane falling downwards with a dotted spiral behind it.

The Death Spiral of Group Health Insurance

Why group health benefits are facing a big shift, and how a newish option can save the day.

A Not-So-Boring, One-Page Guide to ICHRA

Everything you want to know about this lesser-known health benefit option for small businesses in less than 3 minutes.

Someone with two different apples in their hands trying to make a decision like you would for an ICHRA or small group health plan

ICHRAs vs. Small Group Health Insurance

How the hot new group coverage type is changing the health benefits game (written by a benefit nerd for non-nerds.)

Why We Started StretchDollar

And why small businesses need our help now.

A hand holding up four fingers on a green StretchDollar background