Want to know if this job is worth applying to?
Remote
Remote only
Who we are
Jellyvision makes ALEX®, the employee decision-support platform trusted by thousands of employers and millions of people to make smart benefits choices. We’ve done that profitably, at scale, for a long time—over $600M in lifetime sales, without losing our soul or our sense of humor.
Now we’re taking on an even messier problem: Medicare.
A small, senior team is building MyALEXHealth™, a digital Medicare guide designed to help people move from employer coverage into Medicare with clarity, confidence, and dignity. Our goal is simple and ambitious: reduce decision stress, improve plan fit, and help people feel good—not overwhelmed—about one of the most important health and financial decisions they’ll ever make.
This is an incubation-stage product. Translation: ambiguity is a feature, not a bug.
What’s the role?
We need someone who can write the way people actually talk (warm, clever, human), about Medicare (a subject that fights back), inside strict federal compliance (poetry with your hands tied), while architecting the branching logic beneath the words, coaxing an AI voice into sounding like someone you'd trust, and steering the whole thing through carrier and CMS review without a single detail slipping.
If that list made you tired, we understand. If it made you a little excited, keep reading.
You are, first and last, a great writer. Everything else serves that.
Quick gut check on the voice we're after: someone decided the Part D coverage gap should be called "the donut hole," so a hole in your drug coverage would sound like a pastry. That move, making the scary thing feel like an inside joke the two of you are in on, is the whole gig. If you already have three better nicknames for Medicare's weirder corners, we should talk.
What you’ll do to be successful
1) Write like a human being
The bar: people forget they're being walked through Medicare and just feel helped.
2) Structure the branching and conditional logic so it's followable, buildable, and testable
The bar: fewer "wait, the logic doesn't work that way" moments after handoff.
3) Direct the sound
The bar: the voice sounds real, and audio never becomes the bottleneck.
4) Get it live, and get it cleared
The bar: content clears review in few rounds, with the charm intact.
And the part that ties it all together: you own the script, then you coach it to life. Designers, engineers, and collaborators build with you, not for you. The vision and the translation come from you, and you bring people along by making them want to nail it. Think showrunner, not assembly line.
Experience & skills you’ll need
We'll teach you the rest: Medicare's rulebook, our in-house tools (some with zero documentation), and the audio-mixing mechanics. Bring the instincts. We'll bring the manuals.
The Details
What Jellyvision will give you
Check out our benefits here!
Jellyvision is committed to continuous evolution and fostering a more diverse and inclusive workplace where everyone is welcomed, valued, and respected. It doesn’t matter your race, ethnicity, religion, age, disability, sexual orientation, gender, gender identity/expression, country of origin, genetic information, veteran status, marital status, pregnancy or related condition (including breastfeeding), criminal histories consistent with legal requirements or any other basis protected by law...we just want amazing people who are willing to grow along with us.
Although we have a Chicago-based HQ that employees are welcome to work out of whether they’re local or just visiting, this position is also eligible for work by a remote employee out of AZ, CA, CO, CT, FL, GA, IL, IN, KY, MA, MI, MN, NC, NY, OH, OR, PA, SC, TN, TX, UT, VA, WA or WI.
How to apply: write to us
We’re looking for writers so a resume alone won’t cut it for us. Skip the "why I'm a great fit" generic cover letter and submit this info instead to that section (in one document):