Student loans, first paychecks and small wins, from just north of Chicago
You are here: Home›Insurance & Adulting›Turning 26 tomorrow: picking my own health plan
Insurance & Adulting

Turning 26 tomorrow: picking my own health plan

Posted on November 7, 2025 · by Megan Wilson · 4 min read
Turning 26 tomorrow: picking my own health plan

At 9:40 tonight I clicked "submit" on my benefits elections, and the confirmation page told me my coverage starts December 1, 2025. Then I closed the laptop and ate a cold slice of my mom's apple cake standing at the counter, which felt like the right way to mark it.

Tomorrow I turn 26. My spot on my dad's plan runs through November 30, which I figured out back in April after he slid his benefits booklet across the kitchen table. So this month, during my job's open enrollment, I had to pick my own health plan for the first time in my life. My employer offers two medical options, and I spent most of this week with a notepad comparing them.

The two plans, in plain numbers

The PPO: $121 out of every paycheck for the premium. A $1,000 deductible. Copays for a lot of regular visits.

The high-deductible plan: $52 out of every paycheck. A $3,200 deductible, which means for most things I pay the full negotiated price until I've spent $3,200 in a year. Preventive care, like my annual physical, is covered without hitting the deductible. And this plan comes with a health savings account, an HSA, that my employer puts $500 a year into.

Both plans have an out-of-pocket maximum, the most I'd pay in a really bad year, and I wrote those down too. But the premium and the deductible were the two numbers that actually moved my decision.

The math I did on the back of an envelope

I get paid every two weeks, so 26 paychecks a year.

  • PPO premiums: $121 × 26 = $3,146 a year.
  • High-deductible premiums: $52 × 26 = $1,352 a year.

That's a $1,794 difference before I see a single doctor.

Then I looked at a bad year, one where I actually spend the whole deductible. On the PPO, that's $3,146 + $1,000 = $4,146. On the high-deductible plan, it's $1,352 + $3,200, minus the $500 my employer puts in the HSA, which comes to $4,052. Even in the year where I need the deductible, the cheaper premium plan comes out about even, and in a normal year it wins by a lot.

What does a normal year look like for me? I looked back at my last three years on my dad's plan. One physical a year, one urgent care visit for a sinus infection, one sprained ankle, and that's all. I'm healthy, I don't take regular prescriptions, and I don't have anything ongoing. If any of that were different, I'd probably be writing a different post.

What I learned about the HSA

This part I had to read twice. An HSA only comes with a qualifying high-deductible plan. You put money in before tax, it can be spent tax-free on medical costs, and anything you don't use stays in the account and rolls over every year. It's not use-it-or-lose-it. It also stays mine if I change jobs.

I'm putting in $50 a paycheck, which with my employer's $500 comes to $1,800 a year. That's not enough to cover the whole deductible in year one, but it's a cushion that grows. If I get sick in my first few months, my emergency fund is the backup. It's at $5,600 right now and on track to hit $6,000 next month, which is part of why I felt okay picking a plan where a bad week at urgent care is my problem up front.

A few other things on my list:

I can't have other coverage, like staying on a parent's plan, at the same time I contribute to an HSA. That ends on November 30 anyway. The IRS sets a yearly cap on how much can go into an HSA, and I'm well under it. And I should keep receipts, because the account only stays tax-free when the money goes to qualified medical costs.

My paycheck has been $1,342 since I started tracking. Starting in December, with the premium and the HSA contribution coming out, it'll be about $1,240. I already changed the "take-home" cell in the club sheet so the December budget doesn't lie to me. It stings a little. But for my whole life someone else has been paying for this, and the $102 is the price of it being mine.

I'm not a benefits expert and I'm definitely not telling anyone which plan to pick. If I had a chronic condition, a regular prescription or a surgery coming up, the PPO might be the obvious choice. For a healthy 26-year-old with an emergency fund, the cheaper premium plus an HSA made sense to me.

My dad's only comment when I told him was "Did you read the out-of-pocket max?" I did. He nodded and went back to his crossword. From him, that's a standing ovation.

xo, Megan
M
Megan Wilson
Medical billing specialist, student-loan payer and first-time renter, writing about money in my twenties from the North Shore of Chicago.

Comments are closed.

Related posts
Naming beneficiaries and writing down my passwords at 26
Insurance & Adulting

Naming beneficiaries and writing down my passwords at 26

September 23, 2026
What strep throat cost me on a high-deductible plan
Insurance & Adulting

What strep throat cost me on a high-deductible plan

August 17, 2026
Getting my own car insurance after leaving my parents' policy