Articles by:
Dan Weissmann
Back to the Newsletter
1/15/26
Sh**’s wild’: Scaling up, doubling down, and buckling in
Checking back in with charity-care nonprofit Dollar For.
1/09/26
Knock out your check-ups early in the year — seriously
Especially if you have a high deductible.
12/29/25
Our favorite 2025 project levels up
You can help it keep growing.
12/11/25
More things states did to make things suck less
A look at new laws from Maine and Oregon.
12/05/25
I’m getting (cautiously) AI-curious
It keeps coming up. Here's what we're seeing.
11/20/25
Choosing insurance in the worst year ever
New ep, and our guides.
11/06/25
New episode: What DIDN’T suck in 2025
Plus, another pharmacy-counter fix.
10/23/25
New episode: Why this economist wants your medical bills
And why we shared ours.
10/16/25
Medicare: Big pitfalls to avoid, part 1
Turning 65 in the next few years? Read this.
9/19/25
2026 insurance nightmare update and tips
New episode: We’re your advance team.
9/11/25
Help! Do I have to pay for the hospital’s $47,000 mistake?
They were late filing a claim. Now I’m in collections.
8/28/25
Who you’re really fighting, when you fight insurance
A lesson from “The Insurance Warrior.”
8/07/25
They thought they bought insurance. Turned out, they had a new “job”
And other insurance nightmares to avoid.
7/18/25
Why drugs cost so much — and can be hard to even find
Zooming out from our "Prescription Drug Playbook."
7/09/25
What’s cooking at An Arm and a Leg
We’re building something we hope you’ll like.
7/02/25
A local clinic might have a line on affordable meds
Your mileage may vary, but here’s a roadmap.
6/19/25
A checklist and a new (to us) tip
Getting your meds for less, part two: order of operations
5/14/25
More encouragement, via John Green
What I took away from his best-selling new book.
4/23/25
Help us build a one-stop shop resource
Plus an exciting DIY project to help your neighbors.
3/26/25
We’ve still got some protections against medical debt collectors
And they’re still worth knowing about, you know??
3/19/25
Finding encouragement
And not just in fighting medical bills.
3/05/25
A medical-debt watchdog gets sidelined: Now what?
This federal agency kept bill collectors in line. It might be disappearing.
2/19/25
First Aid Kit is going weekly
Restocking the kit with more advice for navigating the evolving health care ~hellscape~ in 2025.
1/31/25
How to (maybe) get drugs for cheaper
What we’ve learned, and how you can help us learn more.
10/25/24
Fighting with insurance, part 2 — getting real
There’s no middle step between the “easy” way of fighting with insurance and going to war with them. But there’s a possible (partial) shortcut in the works.
11/10/23
How to shop for insurance, 2023 edition
Getting next year’s insurance: Some new (and updated) tips and tricks.
7/31/23
Fighting with insurance, part 1
Let’s get started.
6/29/23
A provider wants you to pay in advance. Should you?
Not if you don’t have to. And often, you may not have to.
5/03/23
Getting insurance to pay for therapy
Not for the faint of heart. But we’ve got a roadmap from someone who’s done it.
4/20/23
How to not freak out: Our most important advice ever
Yes, easier said than done. We’ve got strategies for you.
3/30/23
Consider paying cash (at least sometimes)
You can tell ‘em: Don’t run this through my insurance.
1/26/23
Get an itemized medical bill and fact-check it
Do you really owe that much? Maybe not.
1/10/23
Extra: One BIG tip if you signed up for a 2023 Obamacare plan
Double-check to make sure “in-network” docs are really in-network. Like, call them. Today.
12/08/22
Picking insurance (again)? We’ve got some updates
Still the same garbage system, but some glimmers of decent news.
11/21/22
First, see if you can get your medical bill forgiven
Lots of people qualify— but providers won’t always tell you, or make it easy. Luckily, you can get help.
10/20/22
What *not* to do when you get a big medical bill
Don’t pay it right away, but don’t ignore it either.
5/12/22
Programming note
We're slowing down a bit, for now.
4/27/22
Your Turn: Share your tips and requests
We want your tips, questions, and feedback on First Aid Kit.
4/12/22
I had COVID. Here’s what I learned
With cases rising (again), here are some plan-ahead tips.
3/31/22
On avoiding a giant ER bill
Our best tips for the worst rip-off in health care.
3/16/22
Fun updates: Buying drugs and insurance
You are not alone. Even the smartest experts get socked.
3/01/22
How to avoid (some of) the worst prescription-drug ripoffs
GoodRx, carefully considering Canada, and other tools can help…sometimes.
2/02/22
The bonus benefit in the No Surprises Act
Here's how to get some idea of what you'll be charged for a health care encounter. Plus, more caveats, of course.
1/19/22
Know your (new) rights under the No Surprises Act…
We’ll have to be @#$% vigilant about enforcing them. Here’s the plan.
1/11/22
How to track down COVID tests using bots
Plus a thank you, in playlist form.
1/05/22
How do I avoid paying through the nose for a COVID test?
The bad news: It’s possible to get socked with a four-figure bill. The good news: It’s possible to avoid that.
12/07/21
Why health insurance actually sucks
Insurance companies are terrible at their job. And we pay for their incompetence.
11/30/21
Buying your own health insurance? Healthcare.gov. Full stop
Health insurance you can buy on healthcare.gov is crappy in the usual ways. Everything else is worse.
11/23/21
WTF even *is* this health insurance I’m picking?
HMO? PPO? TBH it's like alphabet soup out there. We've got the dictionary you need.
11/16/21
Avoiding crappy health insurance
To identify the lousiest plans, run two scenarios.
11/09/21
Introducing First Aid Kit: A financial survival guide to health care
We live in hell. Who wants some burn cream?