The Procrastinator's Guide to Buying Last Minute Health Insurance

procrastinator's guide health insurance

Freelance life is pretty great, but there’s one big perk traditional employees get that we don’t: employer-sponsored health insurance. If you’re reading this and don’t have an individual health insurance plan for 2019 yet, you’re seriously procrastinating. It’s okay, we do it all the time too, but it’s time to take action now before the December 15 deadline is here!

Lucky for you procrastinators, Stride is a tool that makes your last-minute enrollment simple. Not only does Stride offer more plans than (and your state exchanges) at the same prices, but we also give you an efficient and effective plan selection experience. You can find your perfect plan, discover all the money-saving subsidies you qualify for, and sign up, all in under 10 minutes. Once you purchase insurance through Stride, we stick around all year to answer your questions, wait on hold with your health insurance carrier, and make sure you get all the free care you deserve.

Use these 5 tips to find your best health plan in minutes through Stride:

1. Learn the Basic Health Insurance Lingo

Don’t know how health insurance works? Not sure what “deductible” or “coinsurance” mean? You’re definitely not alone! Don’t worry though, Stride has got you covered. Check out these eight must-know terms. In just a few minutes, you’ll be an expert on basic health insurance definitions and be ready to make a smart insurance decision.

2. Know Your Income, and Cash in on Discounts

Your income probably isn’t fixed, so it might take some effort to figure out your annual income — but trust us, that extra effort is worth it! Correctly estimating your income when you apply for health insurance can qualify you for some serious government discounts (otherwise known as subsidies). These can make your monthly payments significantly cheaper. In fact, Stride members save an average of $387 per month on health insurance.

3. Comparison Shop (and Let Stride Do the Math for You)

A big trick to finding your best plan is to understand your medical care usage and associated costs. If you don’t see the doctor often, a more expensive plan with lots of benefits may just waste your money. However, if you take prescriptions and see specialists, the cheapest plan may cost you more in the long run. We’ll do the math for you with and provide you with a tailored plan recommendation!

4. Evaluate Your Risk Profile

Risk is a crux of the health insurance decision game, especially if you’re a healthy person. You’ve probably noticed your monthly payments will be far less with a high deductible health plan. But look at that deductible (how much you pay before insurance kicks in), and honestly ask yourself: Can I afford to pay that amount if I need an unexpected medical procedure? Remember: it doesn’t take much to max out a $7,000 deductible—that’s about the price of a broken nose. This guide is super helpful in understanding the health insurance metal tiers (bronze, silver, gold, platinum) and their corresponding risk trade-offs.

5. Leverage Stride’s Health Care Concierge Team

Have a tricky health situation or just need to talk with a human to understand your best options? We solve people’s problems every day! Just send us an email at and we will help you out.

HealthMegan Alcalay1 Comment