Health insurance for IT and tech contractors

Here's how tech contractors are saving money on their health insurance this year

Contract rates are good, but the benefits stayed with your last employer. Here is how developers, engineers and IT pros on contract are covering themselves without overpaying.

Sam Jaber, licensed health insurance broker

Hi, I'm Sam, a health insurance broker based in Tampa. Developers, engineers, cloud and security specialists, data people: many tech workers who trade a salaried job for contract work end up buying coverage on their own for the first time, and that's who I help. I'm licensed in 36 states, and we can do the whole thing over the phone.

Contracting usually pays well, and it changes how you should think about insurance. The employer plan you were used to is gone, the rate you bill can look high on paper, and the stretches between contracts are real. Here's how contractors in tech are keeping their coverage solid without paying more than they need to.

The fork in the road

Every coverage conversation I have with a contractor starts with the same question: will your household income for the coming year be low enough to qualify for a marketplace subsidy?

If you bill through your own company or on a 1099, the marketplace looks at net self-employment income, after the costs of running the business. Equipment, software subscriptions, a home office and similar costs all reduce it. If you work W-2 through a staffing firm, it's your wages. Any other household income gets added.

The line sits at four times the federal poverty level, a bit above $60,000 for a single filer and higher as the household grows. Many tech contractors are over it. Some aren't, especially in a year with a long gap. Choose the case that sounds like you.

Scenario 1 of 4

I'm well over the line and healthy

This is a common spot for experienced contractors. With no subsidy, the marketplace shows its full price, and for a household that number often feels out of proportion to what the plan gives you.

If your health is good, look at private plans that use medical underwriting. The application includes health questions, and if you're approved, your price reflects them. Healthy applicants often pay a good deal less than the full marketplace price. These plans sit on nationwide PPO networks, which suits remote work: spend a month working from another city and you're still in network, and you can see a specialist without a referral.

The trade-off belongs right here. Approval depends on your answers, so you could be declined or have a past condition excluded. Benefits are set by each plan, and we'll go through what each one covers before you choose.

Scenario 2 of 4

My contract just ended, or my W-2 job did

If your coverage came through an employer or a staffing firm and it's ending, that loss opens a special enrollment period, usually 60 days, to enroll on the marketplace. The window comes from losing coverage, not from losing the contract. If you were already paying for your own plan, a gap between engagements doesn't open anything, which is one more reason to own a plan that doesn't depend on who you're billing.

COBRA is normally offered when employer coverage ends. Just know that electing COBRA and then dropping it early by choice won't give you another chance to enroll.

Scenario 3 of 4

This year has been lean

Maybe you took time off between contracts, or you're just getting started on your own. If your household income is going to land under the line, the marketplace is usually where the most affordable coverage is, because the subsidy only applies there.

Be careful with the estimate. You're forecasting the whole year, and one new contract can change it. Report changes to the marketplace when they happen. If your income ends above what you reported and you didn't update it, you may owe some of the credit back when you file.

Scenario 4 of 4

I'm over the line, but my health needs are ongoing

A chronic condition or a prescription you can't skip changes the answer. The marketplace has to take you at its regular price no matter your health history, while an underwritten plan can say no or exclude the condition you most need covered. So the marketplace usually wins here, even at full price.

The way to save is choosing carefully within it: the plan that keeps your specialists in network and covers your medications.

A nationwide PPO is still possible

Many contractors assume PPOs are gone because the marketplace in their state only lists HMO or EPO plans, or the PPO it does offer is priced too high. You can still get one. I offer nationwide PPO coverage in all 36 states where I hold a license. If you're healthy and you want room to see doctors outside a local network, that's a short call.

Before we talk

  • Your expected rate and how many months you think you'll bill this year
  • Whether you work through your own LLC or S-corp, on a 1099, or W-2 through a firm
  • Who needs coverage, your zip code, and any long stretches you plan to work away from home
  • Doctors and prescriptions you want to keep

I don't charge for any of this. When you enroll, the insurance company is the one that pays me.

Questions tech contractors ask me

Straight answers, no sales pitch.

Does a gap between contracts open a special enrollment period?

Only if you lose coverage. Losing job-based coverage, including a plan through a staffing firm, opens a window that usually lasts 60 days. Simply finishing a contract while you keep your own plan doesn't.

My spouse has a plan at work. Does that change things?

It can. Joining your spouse's plan is worth pricing. And for taxes, the self-employed health insurance deduction doesn't apply to months when you were eligible for a plan subsidized by your spouse's employer.

How do I estimate income when my contracts vary?

Use last year as a base and adjust for what's signed. The marketplace asks for your best estimate and lets you update it as your income changes, so report new contracts or long gaps as they happen.

Is a PPO a good fit if I work remotely?

If you split time between places, a PPO's out-of-network coverage and no-referral access can matter. HMOs and EPOs generally cover only emergencies outside their network. If you're healthy, I can price a nationwide PPO for you.

Send me your contract picture

Your rate, how many months you expect to bill, and who needs coverage is plenty to start. I'll tell you which route fits, put prices on it, and if the plan you already have is the sensible one, I'll tell you that too.

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