Healthcare, but funny

US healthcare is a joke. Let's make it funny.

Looking to hire the best talent in healthcare? Check out the OOP Talent Collective - where vetted candidates are looking for their next gig. Learn more here or check it out yourself.

Hire from the Out-Of-Pocket talent collective

AI Agents in Healthcare Ops 101

Out-Of-Pocket is partnering with Champ to teach a hands-on course on what AI agents can actually do for healthcare operations today, taught through real revenue-cycle and network workflows: eligibility, denials, credentialing, referrals, and prior auth.
Learn more
Next Cohort:
- Available On Demand For Free

Featured Jobs

Finance Associate - Spark Advisors

  • Spark Advisors helps seniors enroll in Medicare and understand their benefits by monitoring coverage, figuring out the right benefits, and deal with insurance issues. They're hiring a finance associate.

Data Engineer - firsthand

  • firsthand is building technology and services to dramatically change the lives of those with serious mental illness who have fallen through the gaps in the safety net. They are hiring a data engineer to build first of its kind infrastructure to empower their peer-led care team.

Data Scientist - J2 Health

  • J2 Health brings together best in class data and purpose built software to enable healthcare organizations to optimize provider network performance. They're hiring a data scientist.

‍Looking for a job in health tech? Check out the other awesome healthcare jobs on the job board + give your preferences to get alerted to new postings.

Check Out The Job Board

Out of Pocket is a weekly comedic deep-dive and analysis into the rabbithole that is our healthcare system. Existing healthcare research is dry and boring, and raises questions like:

  • Why are 75% of all healthcare conversations defining what a “digital therapeutic” is?
  • Why do I have to google MACRA to understand the article about it?
  • Why does MACRA contain ANOTHER ACRONYM IN IT??? (MACRA = Medicare Access and CHIP Reauthorization Act, CHIP = Children's Health Insurance Program)??

I promise this won’t be another newsletter that you’re going to archive to “read later” and then tell everyone else that they should totally sign up for it. This shit is gonna slap.

I did healthcare research at CB Insights, building our healthcare newsletter to 90K+ subscribers. I also worked on the partnerships team at TrialSpark.

Come for the memes, stay for the analysis. Or just stay for the memes, whatever floats your boat.


Quick Interlude - Announcing Build @ Deerfield, powered by Out-Of-Pocket

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One of the goals of Out-Of-Pocket is to make it easier for people to start healthcare companies. For the last few months, we have been working behind the scenes to cook up something awesome for people who want to start something.

We’re excited to announce Build @ Deerfield, powered by Out-Of-Pocket. This is a five-week hackathon for early-stage healthcare teams with $250K+ of non-dilutive capital in grants and prizes.

Build @ Deerfield, powered by Out-Of-Pocket. January 20-21, 2027, New York City

You can see more details here, but in general Deerfield and Out-Of-Pocket are joining forces to do something big for the New York healthcare community. We’ll select 12-15 teams that will:

  • Receive cash to start building
  • Access to mentors during the program
  • Get a chance to present what they’ve built to the broader New York healthcare community at a showcase and reception on January 20-21 at Cure in NYC.
  • Judges will select a handful of teams for additional non-dilutive grants and prizes.

If you have an idea you’ve been meaning to build, or your team has just started out, this is your sign. We had such an awesome time doing this last year, you can see some of the projects here.

Now we’re doing it bigger and better.

Participants at a previous Out-Of-Pocket hackathon

Apply by November 19, 2026, there’s nothing to lose and a ton to gain. You can find more details and apply here: https://www.outofpocket.health/build-at-deerfield

This is going to be a lot of fun and we’re really excited to be doing this. A personal joy of mine is seeing someone take the plunge just before they build something great, and we’re happy to be a small part of that journey.

Email back if you have any questions. But look at the FAQ first cause we know half of you are about to ask “am I a good fit” or “what are you looking for in an application”.

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