Full-Time

Product Designer

Sierra

Sierra

501-1,000 employees

AI agents for real-time customer support

Compensation Overview

$190k - $290k/yr

San Francisco, CA, USA

In Person

Category
UI/UX & Design (1)
Required Skills
UI/UX Design
Adobe Photoshop
Figma
Adobe Illustrator
Requirements
  • Proven Experience: Extensive experience in UI/UX design, with background leading design projects from ideation to launch.
  • Curiosity: Passion for deeply understanding user needs and finding the right solutions from first principles.
  • Full-Stack Design: Visual design is the baseline. You should be fluent in creating beautiful, high-quality designs—working end-to-end from shaping product direction to defining the right interactions and ensuring every pixel is crafted with care.
  • Great Collaboration: Design is a team sport, and building great products means working closely with product, engineering, and leadership to help bring ideas to life.
  • Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts and decisions to various stakeholders.
  • Research Skills: Experience gathering customer feedback, usability testing, and translating findings into actionable design improvements.
  • Technical Proficiency: Mastery of Figma, along with classics like Photoshop and Illustrator. Strong ability to prototype—whether in Figma, Principal, or code—quickly and effectively.
  • Adaptability and Resilience: Comfort working in a fast-paced startup environment, able to adapt to changing priorities and handle ambiguity with grace.
Responsibilities
  • Solve for the customer: We serve multiple stakeholders – People looking for help from our Agents via chat & voice, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.
  • Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.
  • End-to-End Ownership: Drive the entire design process from concept to execution to iteration, in close collaboration with cross-functional partners.
  • Collaborate Across Teams: Partner closely engineering, product, leadership, and the entire company to define and build a seamless and cohesive experience.
  • Gather Feedback: Get your hand dirty with customer feedback and usability testing to gather insights and iterate to ensure we solve user problems effectively.
  • Build Design Systems: Develop and maintain a scalable design system that ensures consistency and efficiency across all products and platforms.
Desired Qualifications
  • Experience designing for AI-driven products or conversational interfaces.
  • Experience working on developer-driven products, including SDKs, APIs, and technical tooling.
  • Experience with Typescript, React, and other programming languages.

Sierra.ai builds and deploys conversational AI agents for customer service that handle real-time interactions and take actionable steps within a client’s systems (e.g., CRM, order management) to resolve issues. The agents are always-on, empathetic, and aligned with a client’s brand voice, following strict policies and security procedures. They operate deterministically, with built-in quality assurance that reveals the reasoning behind each interaction, ensuring transparency. The platform is subscription-based and scales to large client ecosystems, serving brands like Sonos, SiriusXM, and WeightWatchers, with a reported CSAT of 4.6/5 and a 70% resolution rate. Sierra.ai emphasizes data governance, using client data only to train models and securing it with industry-standard practices. Its goal is to improve customer experience by delivering real-time, automated support that can understand, resolve, and learn from interactions while remaining controllable and auditable.

Company Size

501-1,000

Company Stage

Series E

Total Funding

$1.6B

Headquarters

San Francisco, California

Founded

2023

Simplify Jobs

Simplify's Take

What believers are saying

  • Reached $150M ARR in eight quarters with 40% Fortune 50 customer penetration.
  • Raised $950M Series E at $15.8B valuation from Tiger Global and GV in May 2026.
  • ibex partnership accelerates deployments, as with Philippine Airlines' voice agents.

What critics are saying

  • Salesforce Agentforce steals enterprise customers via CRM integrations within 12 months.
  • Voiceflow undercuts with faster, cheaper deployments, eroding market share in 6 months.
  • OpenAI API price hikes inflate costs 20-30%, crushing margins by mid-2027.

What makes Sierra unique

  • Sierra builds action-oriented AI agents that update CRMs and process returns beyond chat.
  • Multi-model approach blends OpenAI, Anthropic, and Meta LLMs for enterprise reliability.
  • Agent OS 2.0 enables memory-driven agents across billing and inventory systems.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Unlimited Paid Time Off

Medical, Dental, and Vision benefits for you and your family

Life Insurance

Disability Insurance

401(k) Company Match

Parental Leave

Fertility Treatment Support

Discretionary Benefit Stipend

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

1%

2 year growth

4%
Third News
Mar 30th, 2026
Sierra acquires OPERA TECH to bolster AI customer service solutions in Japan

Sierra Technologies, the San Francisco-based AI customer experience startup, has acquired OPERA TECH, a Tokyo-based company, to enhance its AI-driven customer service solutions for large enterprises. Founded in 2023 by former Facebook CTO Bret Taylor and Google veteran Clay Bavor, Sierra has achieved $150 million in annual recurring revenue and reached a $10 billion valuation after raising $635 million from investors including Sequoia Capital, Benchmark and SoftBank Vision Fund. The company's AI agents serve clients including Prudential, Singtel, FOX and The North Face. Notable implementations include Singtel achieving over 70% resolution rates within 10 weeks and Rocket Mortgage facilitating $1 billion in monthly loans. Through the acquisition, Sierra aims to expand its Japanese market presence whilst combining OPERA TECH's local expertise with its AI technology.

MLQ.ai
Mar 27th, 2026
Sierra AI introduces Ghostwriter platform for automated agent development.

Sierra AI introduces Ghostwriter platform for automated agent development. March 27, 2026 at 6:25 PM - by MLQ Agent Key points. * Sierra AI introduced Ghostwriter, a tool that builds production-ready AI agents using natural language commands and uploaded materials like SOPs and transcripts. * The platform supports voice, chat, email and over 30 languages, automating development without manual editing or technical expertise.1 * Ghostwriter reduces Sierra's reliance on on-site engineers, aiming to lower operational costs amid enterprise AI adoption.2 * Sierra, valued at $10 billion, was co-founded by Bret Taylor and Clay Bavor.25 AI startup Sierra has launched Ghostwriter, a self-service platform that enables organizations to create AI agents for customer service and other functions using plain English instructions. The tool analyzes documentation, support transcripts and process materials to produce agents deployable across voice, chat, email and more than 30 languages.12 Platform capabilities. Ghostwriter automates the full agent development process, eliminating the need to edit journeys, write integrations or triage issues manually. Users upload standard operating procedures, transcripts from support calls, whiteboard sketches, process documentation or audio recordings, or simply describe goals in natural language. The agent then identifies behaviors, edge cases and builds sophisticated agents with built-in guardrails. 1 It operates on rearchitected headless infrastructure, accessing the full Sierra workspace for testing in a sandboxed environment. 1 Business model shift. Previously, Sierra deployed agents with on-site engineers, but Ghostwriter introduces a self-service model to cut operational costs. This comes as large enterprises accelerate AI implementations in customer service, sales and supply chain after 2025 testing phases. 2 The platform creates an 'agent assembly line' that continuously analyzes interactions, improves agents and prepares updates for review. 1 Company background. Founded in 2023 by former Salesforce co-CEO Bret Taylor and ex-Google executive Clay Bavor, Sierra focuses on AI agents for customer experience across digital and voice channels. The company raised $635 million total, reached a $10 billion valuation and reported around $100 million in annual recurring revenue in 2025. 5 Sierra integrates large language models from OpenAI, Anthropic and Meta. 5 Self-Service deployment shift. Ghostwriter addresses a core challenge in AI agent deployment by shifting from engineer-dependent services to autonomous, natural language-driven development. This reduces deployment barriers for enterprises lacking in-house AI expertise, potentially accelerating adoption in high-volume areas like customer service where Sierra already serves Fortune 100 companies. 3 The rearchitecture to headless infrastructure enables reliable autonomous improvements, positioning Sierra to scale beyond its current operational model constrained by human engineers. 12 The launch reflects broader industry trends toward outcome-based AI, moving away from traditional SaaS seat-based pricing. By enabling an 'agent assembly line,' Sierra can deliver continuous optimization without proportional cost increases, a key differentiator in a market crowded with conversational AI vendors. 13 This self-sufficiency could solidify Sierra's competitive edge, leveraging founders' networks for enterprise traction while minimizing service delivery overhead. 5 Enterprise scaling trajectory. Enterprise uptake of Ghostwriter will likely grow as companies integrate AI agents into sales, supply chain and customer operations following 2025 pilots. Sierra's focus on multi-channel, multi-language support aligns with global demand, potentially boosting its $100 million ARR trajectory. 25 Ongoing improvements via the assembly line could enhance agent reliability, drawing more Fortune 100 clients discussed in recent panels. 3 Competitive pressures from platforms like Teneo and Voiceflow may intensify, but Sierra's multi-LLM approach and founder pedigree provide defensibility. Future developments could include expanded integrations and voice features, capitalizing on behavioral shifts in enterprise AI spending observed by investors. 35 Regulatory scrutiny on AI reliability in customer-facing roles remains a watchpoint, though built-in guardrails mitigate risks. Further sources. Written with AI assistance, verified and edited by its team. Questions? Contact MLQ.ai.

Sierra
Mar 27th, 2026
Sierra acquires Opera Tech in Japan

Today, we’re announcing that Sierra has acquired Opera Tech, a Tokyo-based enterprise AI startup.

Fenwick
Mar 27th, 2026
Fenwick represents Sierra in acquisition of Opera Tech.

Fenwick represents Sierra in acquisition of Opera Tech. Fenwick represented Sierra, a developer of a conversational artificial intelligence platform, in its acquisition of Opera Tech, a Tokyo-based enterprise AI startup. More information can be obtained from Sierria's announcement. The Fenwick transaction team included corporate partners Michael Esquivel, Feihong Xu and Doug Cogen and associates Zachary Portnoy, Richard Figelman and Sydney Everett; technology transactions partner Joseph Schenck and associates Adine Mitrani and Alberto Tohme; executive compensation and employee benefits partner Jim Hauser and associates Jonathan Stephenson and Melita Chan; privacy and cybersecurity partner Ana Razmazma, counsel Melanie Jolson and associate Kayla Tanaka; and tax partner William Skinner and associate Kris Hatch.

Sierra
Mar 23rd, 2026
No worries vs please hold: Sierra comes to Australia.

No worries vs please hold: Sierra comes to Australia. Bret and I are excited to share that Sierra is opening an office in Sydney, Australia following its expansion to Singapore, Tokyo, Madrid, Paris, and London. Despite all the advances in technology over the last forty years, customer experiences today are all too often defined by generic websites and apps, and if you can find a phone number, an IVR followed by a long wait on hold. Sierra helps businesses solve the age-old tension between the cost and quality of customer experiences - enabling the great companies of the world to show up at their best, day in, day out. AI agents built on its platform are available 24/7 in over 30 languages, and with no wait time. They can do everything from product discovery to sign-up and sign-in, troubleshooting and churn management - increasing customer satisfaction and revenue for companies around the world. For example, Rocket Mortgage, one of the largest mortgage originators in the US, is doing $1BN in loan volume a month, with home buyers using their agent four times as likely to complete the process. If you're interested in building better, more human customer experiences with AI, please reach out here. And Sierra is hiring! If you're interested in being part of one of the fastest-growing enterprise software companies in history, please apply to join Sierra.