THE OPPORTUNITY

Casechek is on a mission to innovate the implant supply chain and bring greater transparency to the cost of patient care. From procurement to payment, Casechek automates workflows for vendor supported surgical procedures. Our emergent Bill Only solution provides a comprehensive system of record for Hospitals and Health Systems to manage the complexity of surgical cases with implantable medical devices, expose hidden expenses and surface revenue opportunities.

In this role, you will own the research and analysis work that sits at the center of Casechek’s product decisions. As a Senior UX Researcher & Analyst, you will own the entire design function at Casechek. You will lead the full arc from research through to handoff-ready designs: conducting user research, synthesizing what it means, forming a prioritized recommendation, and producing the wireframes, prototypes, and design specs that Engineering builds from. Research and analysis are what differentiate this role from a traditional designer—we expect you to bring a point of view, not just execute direction—but the design output is real, it matters, and it is yours to own. You will be expected to leverage AI throughout your entire workflow to operate effectively as a team of one.

Your day-to-day work will require intellectual curiosity, strong analytical thinking, and the ability to move from ambiguous questions to structured recommendations. You should be comfortable operating without heavy direction, adept at working with AI tools to accelerate your output, and confident enough in your point of view to present and defend it in a room with Product, Engineering, and leadership.

Casechek is a small, highly collaborative team. You will be the only designer here—responsible for both the research that informs decisions and the design work that ships. That means significant autonomy, direct access to customers and stakeholders, and real ownership over the product experience. If you want a role where you set the direction and see it through, this is it.

ABOUT US

• Casechek is based out of Chicago’s Fulton Market, but we’re a hybrid, remote and in-person team.
• We are highly motivated and passionate about solving healthcare’s messiest problems with new technologies.
• We value diversity, curiosity, and a passion for learning. The team has a lot of advanced degrees and even a few professional musicians.
• Innovating the implant supply chain is a marathon and not a sprint. We support each other in long-term growth and value developing transferable skills.
  
  

RESPONSIBILITIES

• Own the full design arc for key product areas—from identifying the right questions and conducting research, through synthesis and recommendation, to producing handoff-ready wireframes, prototypes, and design specs that Engineering can build from without guesswork.
• Frame the problem before solutions are explored. Establish the key question, decision criteria, constraints, and success measures—before engineering or product work begins.
• Plan and conduct user research—interviews, contextual inquiry, workflow analysis, and usability studies—then synthesize findings into a prioritized point of view. Research artifacts are not the deliverable; the recommendation informed by them is.
• Partner closely with Product and Engineering—not just to execute direction, but to shape it. Bring informed recommendations, push back when the data says something different, and help the team make better decisions because you’re in the room.
• Track outcomes after decisions are made. Gather signal from customers and internal users, evaluate whether the direction was right, and feed that learning back into the next round of research and recommendations.
• Leverage AI tools throughout your entire workflow—from research synthesis and pattern recognition to generating wireframe concepts and accelerating design iteration. You should be fluent enough with AI to use it as a genuine force multiplier at every stage of your work, while knowing when the judgment, craft, and accountability need to be yours.
• Communicate findings and recommendations with clarity—what you learned, what it means, what you’d prioritize and why, and what you’re still uncertain about. The team should always know where you stand and what you’re basing it on.
• Lead special projects as requested.
  
  

 

REQUIREMENTS

• Bachelor’s degree in UX research, cognitive science, human-computer interaction, information science, or equivalent professional experience.
• 5+ years of experience in UX research, product analysis, human-computer interaction, or a related field.
• Experience in B2B SaaS or enterprise product environments (healthcare experience a plus, but not required).
• Experience designing for complex workflows, multi-step tasks, or operational products.
• Strong product judgment and the ability to synthesize qualitative and quantitative research into a clear point of view, recommendation, and next step—not just a summary of what you heard.
• Strong communication skills, with the ability to present research findings and defend a recommendation to Product, Engineering, and leadership—including when your view is inconvenient.
• Demonstrated fluency with AI tools (Claude, ChatGPT, Figma AI, or similar) as a meaningful accelerant across your full workflow—research, synthesis, usability analysis, interaction design, and design iteration—not as a novelty, but as how you actually work.
• Comfortable operating with ambiguity and limited oversight in a lean, startup-stage environment where you are the primary research voice, not one of many.
• Proactive communicator who flags gaps, asks clarifying questions, and keeps stakeholders informed—rather than waiting to be asked for a status update.
• A portfolio that shows both sides of the role: research and synthesis that led to a clear recommendation, and handoff-ready design work that shipped. We want to see the thinking and the execution—not one without the other.
  
  

 

Why You’ll Love Working Here

• Competitive Salary and Annual Bonus – The salary range for this role is $130,000 - $150,0000 
• Opportunity for Long-Term Incentives (LTI) – Be part of our success with equity or long-term incentive plans that grow with the company.
• 401(k) Match – Invest in your future with our generous matching program to help you build long-term financial security.
• Work-from-Home Flexibility – Enjoy the freedom to work where you're most productive with a supportive hybrid (Chicago) or remote setup (National).
• Flexible Time Off (Unlimited PTO) – Recharge and focus on what matters most with unlimited paid time off tailored to your needs.
• Parental Leave – Take time to bond and care for your growing family with fully paid parental leave options.
• Comprehensive Medical and Dental Benefits – Prioritize your health and well-being with premium plans for you and your family.
• Brand-New Pro-Level Laptop – Equipped with top-tier tools and technology to set you up for success from day one.
• Annual Education Budget – Expand your skills and knowledge with dedicated funding for courses, certifications, and learning resources.