Staff Product Designer, AI
Summary
Staff Product Designer at Contentsquare in New York leading design for Sense, the company's agentic AI layer — owning strategy and end-to-end design of AI analyst surfaces, object models, visualizations, and human-AI trust patterns. Requires staff-level B2B SaaS design experience and hands-on AI/LLM design, including prompt engineering.
Contentsquare works with 3,000+ enterprise and mid-market brands on data from 1.3 million websites. We've raised $1.4bn to build the platform, and G2 rates us a Leader across ten enterprise categories. Sense is our agentic layer on top of that: ten years of cross-customer behavioural data, an AI analyst, a chat and visual-stories interface, and a memory and object model underneath both.
This role leads design for Sense's core AI surfaces as a product in its own right, not a feature downstream of someone else's roadmap. That means owning strategy and vision for this surface, not just shipping against a brief. Most of what you're designing here has no reference pattern to draw from yet; part of the job is defining and sharing these patterns.
What you'll do
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Own design for Sense Analyst, the object model, and the inline visualisations it returns, from problem framing through to shipped detail.
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Lead the experience strategy and vision for this product surface, and shape its roadmap alongside Product Management.
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Work from the data model up: what counts as a persistent object, how memory and context carry across sessions, and how that surfaces to the person using it.
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Set the quality bar for AI-generated output on these surfaces: what "trustworthy" and "good" look like, and how that gets versioned and evaluated with engineering.
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Partner with engineering on customer facing agentic workflows and how AI-generated output gets versioned and trusted.
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Work alongside the other designers building the AI-native parts of the product: review each other's work, push each other's thinking, and help less-senior designers on the team build judgement in this space.
What You'll Bring
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Staff-level product design experience, most of it in B2B SaaS, ideally analytics or workflow tools where users make decisions from complex information.
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Hands-on design experience shipping AI or agentic features yourself: chat interfaces, generative output, memory or personalization, human-AI trust patterns.
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Ability to reason about the data model underneath an interface
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An extensive track record of shipping zero-to-one work in ambiguous problem spaces, with a clear line from that work to business outcomes, not just user outcomes.
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Strong collaboration and facilitation skills :you can bring engineering, PM, and other designers to a shared decision, not just present finished work.
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Leadership and influence.
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Experience designing for LLM and AI experiences, including prompt engineering.
Nice to have:
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Designing for enterprise or executive personas.
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Prototyping in code to test an interaction model before it's built.
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A background in analytics, attribution, or behavioural data products.
Skills
As published by lever · 4 questions · 2 written answers
Basics
Resume/CV, Full name, Email, Phone, Current location, Current company, LinkedIn URL, Twitter URL, GitHub URL, Portfolio URL, Other website, Mutual consent I consent to the collection of my gender and race/ethnicity data. I am aware that providing this information is voluntary and that this data will solely be used by Contentsquare in an aggregated format to measure the diversity within candidate pools and to ensure a fair hiring process., What is your gender? (Optional & Voluntary), What is your race/races or ethnicity/ethnicities? Select one or more. (Optional & Voluntary)Select all that apply, Mutual consent I consent to the collection of my gender, race/ethnicity, and/or disability status data. I am aware that providing this information is voluntary and that this data will solely be used by Contentsquare in an aggregated format to measure the diversity within candidate pools and to ensure a fair hiring process., What is your race/races or ethnicity/ethnicities? Select one or more. (Optional & Voluntary), Disability* status (Optional & Voluntary)“Disability” can include but is not limited to any of the following disabilities, impairments or long-term health conditions: - Physical disability/ies (e.g. hearing, mobility or visual impairment/s) - Mental health condition/s (e.g. anxiety, depression, OCD, schizophrenia, bipolar) - Neurodivergent condition/s (e.g. ADHD, autistic spectrum disorder, dyslexia, dyspraxia) - Long-term health condition (e.g. Crohn's disease, chronic heart condition, diabetes, epilepsy, cancer - past or present)
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