# Product Update - April 2026: Watchlists are here! Monitor message-specific adoption over time.

## design

# 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 Youʼll Work With:_

- CEO, CPO, and a starpowered eng. team consisting of humans and agents. Youʼll 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 Youʼll 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 frontend 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.

## Nice to have

Additional Soft Skills We Really Care About:

\+ Excellence

\+ Resilience

\+ Awareness

\+ Communication skills

\+ Leadership, Coaching and mentoring, Teamwork

## Benefits & perks

- Equity in an early-stage, high-growth VC-backed startup (in addition to Salary)
- Comprehensive Medical insurance (100% covered by Troupe)
- Comprehensive Dental and Vision insurance (100% covered by Troupe)
- 401(k) retirement savings plan
- Unlimited FTO (Flexible Time Off)
- Macbook and related equipment provided
- Team hangouts, lunches, and after work socials (never required)

## Ready to apply?

We'd love to hear from you. Send us your resume and a brief note about why you're interested in joining Troupe AI.