The Role We’re hiring a Conversation UX Designer to design and scale AI-driven conversations that feel human, intuitive, and transformative. You’ll be the bridge between our users and our AI products — shaping how people interact with our systems in real-world workflows, while helping us scale 3x.

Your mission: create human-AI collaboration patterns that make our AI agents both practical and delightful, and define how conversational experiences evolve at Assort.

What You’ll Do

• Design human-AI conversations — create dialogue flows, interaction patterns, and AI behaviors that map to real user workflows and goals.
• Conduct research and experimentation — run field studies, prototypes, and feedback loops to uncover effective patterns of human-AI collaboration.
• Translate insights into action — collaborate with Product, Engineering, and Customer Success to ensure AI experiences meet user needs and business objectives.
• Build scalable conversation frameworks — design reusable templates, playbooks, and guidelines for consistent, high-quality AI interactions.
• Advocate for users — champion clarity, empathy, and accessibility in every interaction to create trustworthy and enjoyable AI experiences.
• Influence AI strategy — provide actionable recommendations for AI deployment, feature development, and roadmap planning.

What You Bring

• 4+ years of experience in UX design, conversation design, human-computer interaction, product design, applied research, or related fields.
• Ability to blend qualitative insight (user research, workflow mapping) with quantitative rigor (experiments, data analysis).
• Strong communication and collaboration skills — able to bridge technical, business, and user contexts.
• A builder’s mindset — experience helping design or scale new systems, workflows, or conversational products from scratch.
• Thrives in fast-moving, ambiguous environments and brings clarity to evolving challenges.
• Passion for healthcare innovation and improving patient or provider interactions.
• Bonus: Experience designing chatbots, voice assistants, or enterprise-grade AI systems; hands-on experience with frontier AI tools; degrees in HCI, Computer Science, or related fields.

Benefits & Perks For Assorties

• 💸 Competitive Compensation – Including salary and employee stock options so you share in our success.
• 📚 Lifelong Learning – Annual budget for professional development, plus training opportunities to help you grow.
• 💻 Office Setup Stipend – We’ll outfit your in-office workspace so comfy as it's productive.
• 🩺 Top-Tier Health Coverage – Medical, dental, and vision insurance, because your health comes first.
• 🏖 Unlimited PTO – We trust you to take the time you need to recharge and come back ready to crush it.
• 🥗 Meals & Snacks – Lunch, dinner, and snack breaks that fuel great ideas.
• 💪 Fitness Stipend – Your wellness matters. We reimburse monthly membership costs to support your health.
• 🚆 Commuter Benefits – We cover eligible transportation costs to make your trip to work easier.
• 👵 401(k) – Let us help you plan for the future. We’ve got you covered.

How We Work & What We Value Our team at Assort Health moves fast, stays focused, and is fueled by a desire to serve our customers and patients. Our company values guide how we work—they are present in how we show up, make decisions and work together to move our mission forward. We bring a Day One Drive , relentlessly striving to improve, keep a 5-Star Focus , as our customers are our lifeblood, always Answer the Call , remembering that ownership and accountability are paramount, and show up with One Pulse , because we are one team, with one rhythm and one result.

Our team is growing and we are looking for motivated, hardworking, and passionate talent. If you want to make healthcare accessible for everyone, we’d love to hear from you!

Compensation Range: $150K - $200K