Product Designer

Troupe

Pittsburgh (Allegheny County)

Hybrid

USD 80,000 - 120,000

Full time

14 days+

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Benefits offered by this job

Equity in a high-growth startup

Comprehensive medical insurance

401(k) retirement savings plan

Unlimited Flexible Time Off

Provided Macbook and equipment

Job summary

A progressive tech startup is seeking a Product Designer to lead the design process from research to implementation. This role focuses on creating intuitive user experiences for AI products, requiring 3+ years of experience in product design. Candidates should be proficient in Figma and have strong front-end development skills. The position offers equity, comprehensive medical insurance, and flexible time off, alongside an engaging team environment.

Qualifications

3+ years of product design experience with significant time spent as the primary designer.
Demonstrable mastery of integrating AI-driven workflows.
Experience designing AI-native or conversational interfaces.

Responsibilities

Own the end-to-end product design function.
Transform dense intelligence into intuitive user interfaces.
Establish and maintain Troupe’s design system.

Skills

Product design experience

AI-driven workflows

Information architecture

User research instincts

Front-end literacy (HTML/CSS, React, JS)

Tools

Figma

Vercel

Job description

Product Designer

Pittsburgh, PA or Remote full-time.

About the role

Troupe's Product Designer will be both a strategic and highly critical development role for our company as we bring our solution to market, with a significant emphasis placed on building a successful AI-interfacing user experience.

Who You'll Work With

CEO, CPO, and a star‑powered engine team consisting of humans and agents. You'll report directly to the CEO and CPO.
This is a highly impactful role where your daily work materially impacts our direction.

What you'll do

What You’ll Work On:

Own the end‑to‑end product design function — from research and discovery through interaction design, visual design, and production‑ready handoff as the sole designer.
Tackle Troupe’s core design challenge: transforming dense, multi‑dimensional intelligence into interfaces that feel simple, intuitive, and immediately actionable. You'll decide what to show, what to hide, and how to progressively reveal complexity.
Design the conversational and agentic AI experiences within the product — the natural language interfaces, agent‑driven workflows, and the interplay between AI‑generated outputs and traditional UI surfaces. You'll shape how users ask questions, receive answers, and take action through our UX and our AI agent.
Establish and maintain Troupe’s design system, ensuring visual & interaction consistency.
Partner directly with the CEO, CPO, and engineering team to define product direction, prioritize what gets built, and make scope and UX tradeoffs in real time. In a team this size, you’re not downstream of product decisions, you’re in the room making them.
Conduct user research (interviews, usability testing, behavioral analysis) to build conviction about what users actually need versus what they say they need.
Define and track design quality metrics — usability benchmarks, task completion rates, time‑to‑insight — so design decisions are grounded in evidence, not just intuition.
Create the artifacts that move the team forward: flows, wireframes, prototypes, specs, and whatever else is needed, including implementing certain design changes via Claude Code.
Provide lead assistance on other design needs, including website and marketing assets.

What we’re looking for

The Qualifications You Bring:

3+ years of product design experience with significant time spent as the primary/sole designer at an early‑stage company. You’ve built design functions, not just contributed.
A portfolio that demonstrates a mastery of integrating AI‑driven and AI‑automated workflows into your daily/weekly toolsets, rhythms, and cadences.
A portfolio that demonstrates mastery of information‑dense product design — dashboards, analytics tools, data platforms, or similar domains where the core challenge is making complex information easily accessible.
Deep experience designing AI‑native or conversational interfaces in production. You understand the unique UX challenges of LLM‑powered products: managing unpredictability, setting user expectations, designing for partial/streaming outputs, handling errors gracefully, and blending conversational and graphical interaction patterns.
Strong information architecture and systems thinking skills. You can look at a sprawling problem space and create an organizational structure that makes sense to users on day one and scales as the product grows.
Highly proficient in Figma or Vercel (or equivalent), with the ability to move fluidly between low‑fidelity exploration and high‑fidelity, production‑ready design.
Highly proficient front‑end literacy and dev skills (HTML/CSS, React, JS), including proven expertise implementing in Claude Code.
Experience establishing design systems from scratch.
Strong user research instincts—you know when to talk to users vs. when to trust your judgment and ship.
Comfort operating as the technical center of gravity for design in a very small team, where you set the bar, make high‑leverage decisions, and move fast without a safety net.
Bias toward shipping and iterating. You’d rather put something real in front of users and learn than polish mockups indefinitely.