Product Owner, Jellyvision
$105-140k
More information about location
Streamlining employee benefits
Be an early applicant
Streamlining employee benefits
201-500 employees
Be an early applicant
$105-140k
More information about location
201-500 employees
Company mission
To improve lives by helping real people choose, use, and appreciate their benefits.
Role
Who you are
- Smart, scrappy, and comfortable figuring things out as they go
- Obsessed with users and the market—every interaction is a chance to learn
- Gritty enough to wrestle Medicare’s complexity without flinching
- Clear communicators who collaborate well and wear more than one hat
- Champions of progress over process
- A healthy amount of experience as a Product Owner, Product Manager, TPM, or similar role with real delivery accountability as well as a lifetime of being a tinkerer
- A track record of shaping scope and plans for complex, interdependent systems
- Strong technical fluency and comfort working close to engineers, with the ability to understand and discuss APIs, integrations, data flows, and system constraints
- Experience using product and content development tools like the Atlassian Suite, Figma, Claude, ChatGPT, CMS platforms
- The backbone to challenge timelines and assumptions when they don’t hold water
- Highly organized, detail-oriented, and disciplined about follow-through
- Willingness to do hands-on work—not just coordinate it
- Pragmatic, direct, and focused on outcomes over ceremony
- Strong written and verbal communication skills, with an instinct to advocate for users
- Ability to thrive in fast-moving, evolving environments
- Curious, humble, collaborative teammate
- Experience in regulated or highly complex industries is a plus
- This job is not for you if:
- You’re looking for a well-oiled machine with fixed requirements, long roadmaps, and minimal ambiguity. This is a build-in-flight product, not a maintenance role
- You prefer process for process’s sake. We use structure to move faster and think more clearly—not to create ceremony or hide behind Jira hygiene
- You want to be handed fully baked specs and told what to ship. This role exists because the specs don’t exist yet—and someone needs to help create them
- You’re uncomfortable pushing back on leadership, timelines, or assumptions. We value respectful challenge and clear-eyed realism over optimism theater
- You like staying safely in your lane. Medicare, compliance, content, UX, engineering, and business realities all collide here. Curiosity and range matter
- You want to manage work without owning outcomes. This role carries real accountability for delivery, clarity, and momentum
- You’re allergic to regulated complexity. Medicare is nuanced, rule-bound, and occasionally absurd. If that sounds exhausting rather than interesting, this will be a long year
What the job involves
- We’re looking for a technical Product Owner to help shape how MyALEXHealth gets planned, built, and delivered
- You’ll be a central force on a small, fast-moving team building a product that actually helps people—not just checks boxes
- You’ll work closely with Leadership, Design, Engineering, and Marketing to shape features early, navigate complexity and compliance, and bring order to the chaos without slowing us down
- You’ll have real influence over priorities and plans, and the trust to help define what “great” looks like here
- For the right person, this role comes with meaningful ownership—and the satisfaction of putting structure and momentum behind a product that genuinely matters
- You’ll help define what we’re building before engineers ever pick it up
- You’ll lead scoping and feature-shaping conversations, identify dependencies and risks early (technical, content, compliance), and help translate fuzzy ideas into clear, testable requirements
- You’ll partner closely with Design and Engineering to define what “done” actually means
- Success looks like: work enters development with clarity, shared understanding, and no major “oh wait” moments
- You’ll lead estimation with the team and turn it into delivery plans that are ambitious but believable
- You’ll help the team understand capacity, make smart tradeoffs, and sequence work so progress is steady and intentional
- You’ll surface risks early, challenge assumptions when timelines get magical, and push for course correction before things go sideways
- Success looks like: we hit commitments because we planned well—not because we got lucky
- You’ll be the keeper of context
- You’ll maintain decision logs, translate decisions into clear next steps, and keep Jira honest and up to date
- You’ll reduce cognitive load for the team by making priorities, dependencies, and status obvious at all times
- Success looks like: anyone can quickly understand what we’re doing, why we’re doing it, and what’s coming next
Application process
- To Apply: please submit your resume as well as a cover letter detailing three reasons why you're right for the gig!
Our take
Navigating health benefits is confusing, and most people need help making sense of it. As healthcare costs clim and plans get more complex, companies are turning to tools like Jellyvision to simplify the experience. The market is shifting toward smarter, more personalized support, and Jellyvision is part of this change.
At the heart of Jellyvision is ALEX< a virtual benefits advisor that talks to employees like a real person (think funny, friendly, and easy to understand). ALEX gives personalized advice based on each person's life, family, and health needs, helping them make better choices without added stress.
Recently, the company's been on a roll. Now supporting a quarter of the Fortune 500 and recently integrating into Conduent's Life@Work Connect platform. Meaning even more employees can now access ALEX's support. And under leadership of CEO Amanda Lannert, Jellyvision has transformed from a quirky digital agency into a seiouss HR tech player, with big plans to keep improving and expanding.
Steph
Company Specialist at Welcome to the Jungle
Insights
-5% employee growth in 12 months
Company
Funding (2 rounds)
Mar 2017
$20m
LATE VC
Jan 2008
$5m
SERIES B
Total funding: $25m
Company benefits
- Medical, Dental, and Vision Insurance
- Majority of premiums covered for spouses/civil union partners/dependents
- Roth or Traditional 401(k) with match
- HSAs & FSAs with employer contributions
- Flexible-first PTO and work policies
- Self-care days to recharge
- Access to our Chicago office
- Gender-affirming support
- Generous parental leave, adoption, and surrogacy assistance
- Home office, gym, and wellness allowance
- Therapy stipend
Company HQ
Chicago Loop, Chicago, IL
Leadership
Amanda Lannert
(CEO)Amanda has served as the CEO of Jellyvision since 2011. They are also a Board Director/Member at various companies, including SportHero, P33 Chicago and Equilibria.
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