Tripleseat is the leading sales and event management platform for restaurants, hotels, and unique venues. We power more than 20,000 locations, 5 million events annually, and over $32 billion in event revenue. Our mission is simple: bring people together and help venues grow their business.

We are in the middle of an AI-native transformation and re-imagining our UX workflows. This role sits at the center of that transformation.

Tripleseat is scaling fast with a clear mandate: accelerate through AI. Cursor, Claude Code, and LLM-powered product experiences are reshaping how we build and how our customers work. The UI is where that acceleration becomes visible to customers and to our own engineers. You will own the foundation that makes every AI bet we place land cleanly in the product.

About the Role

We are rebuilding the Tripleseat front-end on shadcn/ui, Radix, Tailwind, and React 18 + TypeScript to power an AI-native product experience. You will own the creation of a modern UI platform and component system that rapidly enables Tripleseat AI features. You will architect the system on top of shadcn, lead the UI modernization, and define the UI patterns that make AI features feel native rather than bolted on.

This is a hands-on Principal IC role. You will write code, set the bar, and mentor senior engineers across the org. You will partner closely with Product, Design, Platform, and Architecture leadership to redesign the product experience for clarity, speed, and ease of use.

What You Will Do

Own the creation of a modern UI platform and component system that rapidly enables Tripleseat AI features.
Architect the Tripleseat component system on top of shadcn/ui, Radix primitives, and Tailwind.
Define theming, design tokens, composition patterns, and accessibility baselines across the product.
Design AI-native UX patterns: streaming responses, tool-calling surfaces, inline assistance, agentic flows, and human-in-the-loop review.
Design and own the Tripleseat UI MCP server, enabling agentic workflows and LLM-powered tooling to interact with the component system and product surfaces.
Build agentic workflows that automate UI migration, component adoption, and ongoing UI consistency at scale.
Lead the Kendo to shadcn migration and the overall UI modernization, collapsing two front-end codebases into one.
Partner with Product and Design on the UX redesign for clarity, speed, and ease of use, directly tied to our 1H26 Defining Objectives.
Set front-end engineering standards, performance budgets, and the craft bar across approximately 36 engineers.
Establish front-end testing standards, including component testing, visual regression, and end-to-end coverage, and drive adoption across the engineering org.
Champion AI-native development workflows (Cursor, Claude Code) and drive measurable throughput gains.
Mentor senior engineers, lead design reviews, and raise the bar on UI quality org-wide.

What You Bring

Must-Haves

10+ years building production UIs at SaaS scale.
Humble, hungry, and smart. You have high standards and strong opinions, but low ego. You build trust, listen well, and know how to push for better outcomes while bringing others along.
Deep expertise in React 18, TypeScript, Tailwind, Radix, and modern front-end tooling.
Hands-on experience with shadcn/ui in a production environment, not just prototyping.
Shipped AI-powered UX in production: LLM streaming UIs, tool-call flows, agentic interfaces, or RAG surfaces.
Fluent in AI-native development workflows (Cursor, Claude Code, or equivalent) with demonstrated throughput gains.
Strong testing philosophy with hands-on experience in component, visual regression, and end-to-end testing for production UIs.
Track record of leading large front-end migrations without stalling product velocity.
Strong design sensibility and a history of close partnership with Product Design leaders.

Bonus

Prior ownership of a component library or design system.
Experience modernizing split-brain front-ends where legacy and modern codebases coexist.
Open-source contributions to shadcn, Radix, Tailwind, or related ecosystems.
Background in SaaS hospitality, events, or payments.
Experience with Rails monolith modernization.

How We Work

AI-native SDLC: Cursor and Claude Code are standard, tracked in Jellyfish.
Remote-first and OKR-driven with fast feedback loops and a bias for action.

Salary Range: $200,000.00 to $220,000.00 annually

Compensation is based on a variety of factors, including relevant experience, skill set, geographic location, and alignment with our internal compensation framework. This role is also eligible for additional benefits and incentives.

Tripleseat truly values its employees and places a high emphasis on their well-being and happiness. We understand that our people are the driving force behind our success and strive to create a positive and supportive work environment. We love what we do and who we get to do it with!

Benefits are subject to change and may vary based on role and location. Here are some of the awesome benefits that Tripleseat offers to its employees:

Competitive Medical, Dental, and Vision Insurance: Comprehensive coverage to support health and well-being.
Company Paid Life Insurance, Short- and Long-Term Disability Plans: Protection and peace of mind in unforeseen circumstances.
Supplemental Insurance Options: Optional critical illness, accident, and hospital plans.
Commuter Benefits: Transit and parking benefits, where applicable.
401(k) with Company Match: Helping employees save and plan for retirement.
Parental Leave: Support for new parents through birth, adoption, or foster care.
Flexible Paid Time Off: Encouraging work-life harmony and balance.
LinkedIn Learning Access: On-demand professional development courses.
Pet Insurance: Supporting the well-being of furry family members.
Employee Discount Programs: Exclusive savings through employee perk platforms.

At Tripleseat, we place a high value on our employees' well-being and happiness, recognizing that they are the driving force behind our success. We are committed to fostering a positive and supportive work environment. We take pride in our work and the collaborative spirit of our team.

We are proud to be an equal-opportunity employer and do not discriminate based on race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, or genetic information. We are dedicated to fostering a culture of inclusion, diversity, and equity. Everyone Valued – Everyone Included.

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