South Dakota 1099 contractors

Here's how 1099 contractors in South Dakota are saving money on their health insurance this year

You can still get a nationwide PPO in South Dakota through me. Here is how a Rapid City worker going out on her own decides between keeping her old group plan, a marketplace plan and a private PPO.

Sam Jaber, licensed health insurance broker

Hi, I'm Sam Jaber, a health insurance broker in Tampa licensed in 36 states. Plenty of the people I help are paid on 1099s, and South Dakotans can do all of it with me over the phone.

Here's the picture I have in mind. A graphic designer in Rapid City spent six years on staff at a small marketing shop downtown. This spring she left to work for herself, and most of her new clients are Black Hills businesses: campgrounds near Custer, gift shops in Keystone, a couple of trail outfitters around Hill City. Her calendar is packed from Memorial Day through the end of summer and quiet once the visitors head home. Her old employer's plan ends with her last paycheck month, and she has three ways forward.

You can still get a nationwide PPO in South Dakota

Pennington County has 28 individual medical plans on the marketplace for 2026 from three insurers: 21 PPOs and 7 EPOs. So the marketplace does sell PPOs in Rapid City, and the markup is small. At the silver level, for a 40-year-old before any subsidy, the least expensive PPO is 6% above the least expensive EPO.

You can still get a nationwide PPO in South Dakota through me, too, outside the marketplace. It's underwritten on your health, and its network goes with you if a client project or a family trip takes you out of state.

Your three ways forward

Keeping the old plan is the first. South Dakota law lets someone leaving a job continue the group coverage for up to eighteen months, with the departing employee paying the bill. That means the full premium, the share your employer used to cover included.

The second is HealthCare.gov. Losing job coverage generally gives you 60 days to pick a marketplace plan. The third, for a healthy person whose income is too high for help, is a private nationwide PPO.

What tips it is your income estimate. As a new contractor you guess your net self-employment income for the year, after software, equipment, a home office and mileage out to clients in the Hills, and you update the estimate as the real number shows up.

Scenario 1 of 4

My first year on my own will net a modest amount

If the estimate lands between 100% and 400% of the poverty line, the marketplace credit usually makes it the most affordable path, and continuation at full price rarely competes. Between the two plan types, the 6% PPO premium buys out-of-network coverage. An EPO generally pays only inside its network, emergencies aside. If your doctors are in Rapid City and you rarely leave, the EPO probably wins. If you'd want a specialist the EPO doesn't include, the PPO may be worth it.

Scenario 2 of 4

My clients followed me and the money is good

Above four times the poverty line there's no credit, so the real contest is continuation versus a private nationwide PPO. Before you elect continuation, let me quote the PPO. It asks health questions up front and comes back with an approval, an approval that leaves out one condition, or a decline. Healthy contractors often come in under the marketplace's unsubsidized price, and I'll still put that price and your continuation bill on the table so you see all three. We'll go through the benefits line by line.

Scenario 3 of 4

Summer was busy, but the year added up thin

A first year can disappoint once the season ends. If the whole year comes in at or under 138% of the poverty level, KFF lists that as South Dakota's Medicaid limit for adults. The state's own guidance says that from January 1, 2027, most expansion adults ages 19 through 64 will need 80 hours a month of work, training, school or volunteering, and expansion renewals move to every 6 months.

Scenario 4 of 4

I'm being treated for something right now

Then continuation or a marketplace plan is the safer bet, because neither one turns you down over your health. If you're mid-treatment, staying on the old plan can keep your current network intact while you settle in. When it runs out, or at open enrollment, move to whichever Pennington County plan includes your specialists.

Where the South Dakota figures come from

  • South Dakota residents buy marketplace coverage through HealthCare.gov Source
  • Pennington County has 28 individual medical plans from 3 insurers for 2026: 21 PPOs and 7 EPOs Source
  • In Pennington County, the lowest-priced silver PPO costs 6% more than the lowest-priced silver EPO (age 40, before any subsidy) Source
  • An EPO generally covers services only from doctors and hospitals in its network, except in an emergency; a PPO covers out-of-network care at a higher cost to you Source
  • South Dakota law gives employees leaving a job the right to continue group coverage for themselves and eligible dependents for eighteen months, paid by the employee (twenty-nine months in some disability cases) Source
  • Losing job-based coverage generally opens a 60-day Special Enrollment Period on HealthCare.gov Source
  • Self-employed people estimate net self-employment income for the coverage year and should update it when it changes Source
  • The premium tax credit generally covers household incomes from 100% to 400% of the federal poverty level Source
  • KFF lists South Dakota's Medicaid income limit for adults at 138% of the federal poverty level (January 2026) Source
  • Starting January 1, 2027, South Dakota Medicaid Expansion adults ages 19 through 64 must show at least 80 hours a month of work, job training, community service or school unless excluded, and expansion renewals move to every 6 months Source

Questions 1099 contractors ask me

Straight answers, no sales pitch.

Can I keep my old job's health plan in South Dakota after I go 1099?

Usually, yes. State law allows up to eighteen months of continuation, but you pay the whole premium.

Does the Rapid City marketplace sell PPOs?

Yes. Pennington County has 21 marketplace PPOs, and the least expensive silver PPO costs 6% more than the least expensive silver EPO.

How long do I have to pick a plan after my job coverage ends?

Generally 60 days on HealthCare.gov from the date that coverage is lost.

Can a South Dakota 1099 contractor get a nationwide PPO?

Yes. Contractors in good health can buy one privately through me.

When does your old coverage end?

Tell me the date your job plan stops, who you're covering, and what you expect your 1099 work to net this year. I'll lay the old plan, the Pennington County marketplace and a private nationwide PPO side by side.

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