Full-Time

Agent Strategist

Agent Development

Sierra

Sierra

501-1,000 employees

AI agents for real-time customer support

No salary listed

Munich, Germany

In Person

On-site in Munich, Germany.

Category
Business & Strategy (1)
Required Skills
Product Management
Data Analysis

Get referred to Sierra

Find people who can refer or advise you

Requirements
  • Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
  • Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
  • Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
  • Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
  • Foundational Expertise: Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
  • Foundational Expertise: MBA or comparable experience at the intersection of technology and operations is another strong plus.
Responsibilities
  • Be a trusted advisor to our customers and drive their AI strategies.
  • Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
  • Drive execution and delivery of multiple complex, high-visibility agent development projects.
  • Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
  • Ensure clear communication across all stakeholders while developing strong relationships.
  • Contribute data-driven, strategic insights to customers and internal team decisions.
Desired Qualifications
  • Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
  • MBA or comparable experience at the intersection of technology and operations is another strong plus.

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

Get referred to Sierra

Find people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • Sierra hit $200M ARR in May 2026, doubling from $100M in just two quarters.
  • Over 40% of Fortune 50 companies now use Sierra, with agents handling billions of interactions.
  • Outcome-based pricing aligns costs with resolved conversations, driving measurable ROI for clients like Singtel.

What critics are saying

  • Salesforce AgentForce embeds agentic support directly into CRM workflows, threatening Sierra's wedge within 6–12 months.
  • Kore.ai and NiCE Cognigy dominate cross-functional AI agents where Sierra lacks legacy system integration depth.
  • Sierra's $15.8B valuation at 100x ARR risks bankruptcy if ARR growth stalls below 50% YoY by 2027.

What makes Sierra unique

  • Sierra delivers deterministic AI agents that execute real-time actions like CRM updates and delivery management.
  • Its Ghostwriter tool lets non-technical users build production AI agents in under three hours.
  • Sierra enforces strict data governance, using client data solely for model training with industry-standard security.

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

0%

1 year growth

0%

2 year growth

20%
Sierra
Jul 1st, 2026
Takeaways from our Ghostwriter Hackathon.

Takeaways from its Ghostwriter Hackathon. Last week, 30 people from 17 world-class companies - more than half with over $10B in annual revenue - joined Sierra for a Ghostwriter Hackathon. Its guests spanned every level and discipline: managing directors, executive vice presidents, implementation specialists, engineers, and product managers. Regardless of role or technical background, everyone left with a working AI agent. What Sierra built. The breadth of what these teams created was impressive, and demonstrated what's possible with Ghostwriter: * A claims intake agent with an SMS flow for uploading photos of damaged property. * A loan qualification agent that verified financial information and assessed borrower eligibility in real time. * A self-service onboarding agent that replaced a 20-40 minute technical setup by ingesting existing documentation. * A pharmacy benefits voice agent built from 10,000 customer call transcripts. * A complex distribution workflow generated directly from a Figma diagram. * An account unlock agent deployed to production before the event was over. As one attendee from a $5B+ ARR subscription business put it: "I built in three hours what previously would have taken six months." Another, from a $2B+ technology company, told us: "We pointed Ghostwriter at our knowledge base and it essentially one-shotted the agent in 15 minutes." Three takeaways. Anyone can be a pirate. Steve Jobs once said, "It's more fun to be a pirate than join the Navy." Forty years ago, however, you still needed to know how to code to be a pirate. Today, tools like Ghostwriter, Claude Code, and Codex have changed that. One of our non-technical attendees had never been to a hackathon or built an AI agent. By the end of the day, they'd done both - and described the experience as "eye-opening" because of what they now realized they could build. Generalists are back. One theme kept resurfacing: the best builders aren't necessarily the deepest specialists. They're the people with good taste, empathy for customers, the ability to translate problems into solutions, and the urgency to keep improving. The 10x employee. Many of the leaders who attended weren't just evaluating Ghostwriter as a product. They were thinking about what it could do for their teams. One wanted to know firsthand whether less technical employees could meaningfully contribute to building production agents. Another described entire departments chomping at the bit to get hands-on with AI - not just to improve customer experiences, but to level up themselves. If there was one takeaway from the day, it's that the bottlenecks to building are shifting. It's becoming dramatically easier. The scarce resource is no longer the ability to write code, but to identify the right customer problem, exercise good judgment, and move with urgency. That's a future Sierra is excited to help build.

GetLatka
May 30th, 2026
How Sierra achieved $200M in revenue by mastering conversational intelligence.

How Sierra achieved $200M in revenue by mastering conversational intelligence. On This Page Getlatka Admin In the dynamic world of SaaS, the journey of Sierra is nothing short of remarkable. The company, operating within the conversational intelligence software industry, has not only carved a niche for itself but has also achieved the significant milestone of $200M in Annual Recurring Revenue (ARR). This achievement is a testament to the strategic vision and execution prowess of its leadership. Let's delve into how Sierra achieved this impressive feat. 2019: Sierra's initial $100M ARR milestone. In the year 2019, Sierra reached its first $100M in ARR. This milestone was achieved over a period of seven quarters, showcasing the company's robust growth trajectory. The journey to this landmark was driven by a combination of strategic partnerships, innovative product offerings, and a strong customer focus. Strategic Partnerships: the growth catalyst. One of the significant growth tactics employed by Sierra was forming strategic partnerships. These alliances allowed Sierra to expand its market reach and tap into new customer segments. By leveraging the networks and expertise of its partners, Sierra was able to accelerate its growth trajectory significantly. Innovative product offerings: meeting market needs. Sierra's product offerings were tailored to meet the evolving needs of the market. By continuously innovating and improving its conversational intelligence software, Sierra was able to maintain a competitive edge. This focus on innovation not only helped in retaining existing customers but also attracted new ones, contributing to its revenue growth. 2021: achieving $200M ARR in just two quarters. After achieving the $100M milestone, Sierra's growth trajectory only accelerated. In just two more quarters, the company doubled its ARR, reaching the $200M mark. This rapid growth can be attributed to several key strategies and tactics. Customer-Centric approach: driving retention and growth. Sierra's success was largely driven by its intense focus on customer satisfaction. By prioritizing customer needs and delivering exceptional service, Sierra was able to achieve high retention rates. This approach not only ensured a steady flow of revenue from existing customers but also enhanced its reputation, attracting new clients. Expanding market reach: strategic geographic expansion. To sustain its growth, Sierra strategically expanded its market reach. By targeting new geographic regions, Sierra was able to tap into untapped markets, driving additional revenue growth. This geographic expansion was meticulously planned and executed, ensuring that Sierra's products and services were well-received in new markets. Actionable insights from Sierra's growth journey. For businesses looking to emulate Sierra's success, there are several actionable insights to consider: * Leverage Strategic Partnerships: Collaborate with partners to extend your market reach and enhance your offerings. * Focus on Innovation: Continuously improve your products to meet the changing needs of the market. * Prioritize Customer Satisfaction: A satisfied customer base is key to achieving high retention rates and attracting new clients. * Strategic Expansion: Identify and target new geographic regions to sustain growth. Sierra's remarkable growth story is a testament to the power of strategic planning and execution. By focusing on partnerships, innovation, customer satisfaction, and strategic expansion, Sierra was able to achieve significant revenue growth in a relatively short period. For more information about Sierra and its offerings, visit their official website. For further details about Sierra's position in the industry, check out their profile on GetLatka. Additionally, explore other companies in the conversational intelligence software industry here, and discover top SaaS companies in the United States here.

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.