Full-Time

Software Engineer New Grad

Posted on 9/1/2025

Sierra

Sierra

501-1,000 employees

AI agents for real-time customer support

Compensation Overview

$180k - $200k/yr

San Francisco, CA, USA

In Person

Category
Software Engineering (1)
Required Skills
Kubernetes
Python
Neural Networks
Machine Learning
Java
Docker
REST APIs
C/C++

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Requirements
  • Experience building and scaling end-to-end production systems
  • Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
  • A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
  • Comfort working directly with customers to understand their needs and solve real-world problems
  • Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Responsibilities
  • Design and deliver production-grade AI agents that are central, mission-critical and drive revenue directly to Sierra's growth; these agents are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
  • Drive the Agent Development Life Cycle (ADLC): complete ownership and autonomy from initial pilot through deployment and continuous iteration; responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices.
  • Partner with large enterprises and cutting-edge startups: work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale; also partner with startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
  • Build the future of the platform: direct work with customers will guide the evolution of Sierra's core platform; surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
Desired Qualifications
  • Experience building or deploying AI/LLM systems in production
  • Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
  • Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
  • Prior experience with React, TypeScript, and/or Go
  • Previous roles where you interfaced with customers or led technical projects with external stakeholders

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

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Simplify Jobs

Simplify's Take

What believers are saying

  • CarMax launched Sierra voice agents in May 2026, boosting call resolution and reducing misses.
  • SoftBank's LINEMO deployment raised resolution to 97% and CSAT to 93%.
  • Sierra raised $950 million in May 2026, funding rapid expansion across Europe and Asia.

What critics are saying

  • OpenAI and Anthropic can commoditize Sierra's orchestration layer within twelve months.
  • Takeoff's Horizon bet exposes Sierra to expensive M&A if long-horizon agents disappoint.
  • Customer-service automation faces retrenchment if CarMax or SoftBank reduce usage after pilot results.

What makes Sierra unique

  • Bret Taylor and Clay Bavor give Sierra elite enterprise credibility and buyer trust.
  • Voice Personas separates agent behavior from brand voice across languages and markets.
  • FedRAMP High and SoftBank's Japan exclusivity prove enterprise-grade deployment and localization.

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

1%

2 year growth

20%
Sierra
Aug 7th, 2026
Introducing Voice Personas.

Introducing Voice Personas. What an agent does and how it expresses itself are two different things. Today, Sierra is launching Voice Personas so you can design both. When Sierra launched Sierra two and a half years ago, the fact that an AI agent could have a phone call was remarkable. Now, its customers have built agents that are handling billions of customer interactions and driving billions of dollars of revenue every year. AI agents are clearly becoming the digital front for its companies. How do Sierra take the next step in making those interactions feel as distinct and differentiated as each of its brands? Personas lets you build your own brand voice. With Personas, you can give your AI agent not just a multilingual voice, but an entire personality. It can be polite, snarky, casual, formal, funny, or serious - in a way that you deeply control and uniquely represents your brand values. A persona isn't simply a voice or a prompt telling an agent to "sound empathetic." It combines voice, personality, and language-aware behavior into one coherent experience. You build the underlying agent once, then give it different personas for different brands, markets, and experiences. The best way to understand Personas is to hear them. Here's a video with a sample of some of its favorites so far: One agent, many personalities. What your agent does often needs to be consistent whatever the channel, language or country. A retailer's return policy doesn't change depending on who is asking. But how an agent communicates can. One brand might want an agent that is calm, measured, and reassuring. Another might want one that is energetic, conversational, and optimistic. Both can follow exactly the same policies and take exactly the same actions while creating very different customer experiences. The same principle applies across cultures. Next, the leading UK retailer, has an agent live in 83 countries and 20 languages. The challenge at that scale isn't simply translation. Expectations around formality, pacing, vocabulary, and conversational style vary around the world. Voice Personas lets a company adapt the interaction itself - without building a different agent for every market. More than a voice. Voice is how a persona comes to life, but Voice Personas goes beyond choosing an accent or a particular character. The agent itself can control how it speaks. New capabilities in the Sierra Agent SDK let agents adjust pacing, respond naturally to interruptions, and even switch voices or languages in the middle of a conversation. Underneath, every persona is powered by a constellation of voice models. Sierra uses the model that performs best for a particular persona, language, and use case, continuously benchmarking leading models as the technology evolves. Voices are sealed in production, so the experience you test is the experience your customers hear. And Voice Personas are integrated with Sierra's simulation and evaluation infrastructure. Teams can test personas against thousands of simulated customer interactions before deploying them, or A/B test different personalities and voices based on the outcomes they produce. Those differences can be significant. For one agent, pairing a natural voice with a persona increased resolution rates by almost 50 percent. Personality without compromise. As voice AI improves, it's easy to focus on making agents sound more human. Sierra think the bigger opportunity is making them feel like your company. By separating what an agent does from how it communicates, one highly effective agent can represent your brand while adapting to different customers, cultures, and markets around the world. While the job stays the same, the personality can change. Voice Personas are available today on Sierra.

Yahoo Finance
Aug 6th, 2026
CarMax partners with Sierra to deploy AI voice agents for inbound sales calls

CarMax has partnered with Sierra to improve its inbound call experience using AI voice-enabled agents. Deployed in May, Sierra's technology helps customers reach the right destination or associate faster by asking conversational questions to understand their needs. The system provides quick answers to common queries about store hours and vehicle availability. Since launch, CarMax has seen increased call resolution and fewer unresolved calls. The company plans to expand capabilities to include appointment management for appraisals and test drives. The partnership demonstrates CarMax's ongoing commitment to leveraging AI technology. The retailer already operates Skye, its 24/7 virtual assistant, and was the first US auto retailer with a ChatGPT app supporting car shopping.

CNBC
Aug 3rd, 2026
Plaid and Sierra partner to enable AI agents to make payments on behalf of customers

Sierra and Plaid have announced a partnership to enable AI agents to make payments on behalf of customers. The collaboration aims to ensure secure transactions amid rising cybersecurity threats. Plaid CEO Zachary Perret and Sierra co-founder Clay Bavor discussed the partnership, which focuses on integrating payment capabilities into AI-driven financial services whilst maintaining robust security measures. The companies are working to address safety concerns as AI agents take on more financial responsibilities in consumer transactions.

Financing Your Way
Aug 3rd, 2026
Plaid gives Sierra's AI agents live access to bank accounts.

Plaid gives Sierra's AI agents live access to bank accounts. New Plaid and Sierra integration allows AI agents to access real-time banking data to streamline consumer financing and loan applications. Curated by Financing Your Way from original reporting by PYMNTS. Summary is AI-assisted and editorially reviewed - see its editorial standards. This partnership between Plaid and Sierra is a major step forward for automated consumer financing. It allows AI customer service agents to access real-time banking data during a live chat. For retailers and service providers, this means the 'wall' between a customer asking about financing and actually qualifying for it is disappearing. Instead of an agent telling a customer to go fill out a separate application, the AI can now request account access mid-conversation to verify income or account balances. This technology effectively turns an AI chatbot into a loan officer or financial advisor. When a customer expresses interest in a high-ticket purchase, the AI can pull the necessary data to provide personalized financing offers immediately. This reduces friction in the sales process and prevents customers from dropping off during the transition from your website to a third-party lender portal. By integrating Plaid's secure data fetching with Sierra's conversational AI, businesses can offer instant loan refinancing, credit limit increases, or personalized payment plans without human intervention. For operators, this translates to higher conversion rates on financed purchases and a more seamless digital storefront. Who else is covering this

CMSWire
Jul 24th, 2026
Sierra buys Takeoff, launches Horizon agent platform.

Sierra buys Takeoff, launches Horizon agent platform. JUL 24, 2026 The deal pairs Sierra's enterprise reach with Takeoff's long-horizon agent runtime under a new joint platform aimed at outcome-based AI. The gist. * Acquisition announcement. Sierra acquired Takeoff to build long-horizon AI agents. * Joint platform launch. The combined teams will develop a new platform called Horizon. * Enterprise impact. Leaders gain access to scalable, outcome-driven AI agents across industries. Sierra has acquired AI agent startup Takeoff and unveiled Horizon, a joint platform for long-running, outcome-driven enterprise agents. Sierra made the announcement on July 23. Takeoff according to its team grew from $0 to nearly eight figures in annual recurring revenue (ARR) in about seven months with a three-person team. Takeoff built what it describes as a "long-horizon agent runtime" designed to let AI agents handle end-to-end tasks across industries including lending and healthcare. Aakash Thumaty of Takeoff said the company secured several seven-figure contracts across five industries by focusing on revenue-aligned outcomes rather than inference APIs alone. The acquisition aligns with Sierra's broader strategy of scaling industry-specific AI agents globally. Thumaty said both companies share the conviction that the largest AI businesses will be built around measurable outcomes, not model inference. "We've spent the last 14 months building Takeoff into a long-horizon agent runtime that enables agents to operate like humans but scale like software," Thumaty said in a statement. Sierra-Takeoff Horizon platform capabilities. The combined Sierra-Takeoff effort centers on the Horizon platform. Below are the stated capabilities, according to company officials. | Capability | Description | | Horizon platform | Joint platform for long-running, outcome-driven AI agents | | Long-horizon agent runtime | Agents designed to execute multi-step tasks over days or weeks | | Industry-specific deployment | End-to-end solutions tailored to lending, healthcare and other verticals | | Outcome-based model | Revenue tied to results produced, not inference volume | | Global scale | Extends agent deployment worldwide via Sierra's partnerships | Sierra's recent moves. Sierra has emerged as one of enterprise AI's most valuable players, closing a $950 million Series E in May 2026 led by Tiger Global and GV at a $15 billion valuation - its third major funding milestone in roughly 18 months, up from $4.5 billion in late 2024. The company crossed $150 million in ARR seven quarters after its February 2024 launch, with more than 40% of the Fortune 50 now counted as customers. New capital is earmarked for European and Asian expansion and for extending agents into sales and customer lifetime value optimization. Notable news & distinguished data for tomorrow's c-suite. Sierra's platform has expanded beyond customer support into Agent OS 2.0, an Agent Data Platform and enterprise change management tooling. Notable deployments include Nordstrom's voice agent "Nora" (live in five weeks), Singtel (10 weeks, resolution rates above 70%) and Cigna (eight weeks, cutting patient authentication time by 80%). The company also achieved FedRAMP High authorization in June, unlocking access to federal agencies. This month, it named SoftBank Corp. as its exclusive Japan sales partner, building on a LINEMO deployment that delivered 97% inquiry resolution and 93% customer satisfaction. Agentic AI platforms: ROI & architecture. Autonomous agent platforms are moving past pilots into production, with vendors tying architecture decisions directly to revenue outcomes and compliance requirements. Grounding agents in systems of record. Effective autonomous agents depend on systems of record. Agents resolve up to 40% of inquiries across chat, email, voice and WhatsApp when integrated with CRM knowledge bases and workflow APIs. Learning Opportunities ServiceNow's Autonomous CRM platform, launched May 5, illustrates the architecture. Prepackaged actions span service, sales and field operations across government, finance, telco, healthcare and retail. The company said the platform resolves more than 100 million customer cases monthly. Omnichannel deployment patterns. Autonomous agents now operate across voice, web, chat, email and messaging in what amounts to a modern omnichannel contact center architecture. The model replaces handoff-heavy processes with multi-step autonomous execution. Governed agents - those constrained by business logic and human-in-the-loop oversight - deliver deterministic outcomes in regulated environments. Clear escalation paths remain important in sectors governed by HIPAA, SOC 2 and the EU AI Act. Sierra background. Sierra was founded in 2023 by Bret Taylor and Clay Bavor. The company offers Agent OS, a conversational AI platform for designing, deploying and managing autonomous agents across chat, SMS, WhatsApp, email and voice. Sierra serves financial services, healthcare, telecommunications and retail. Have a tip to share with its editorial team? Drop Gingertec a line: [email protected] Main image: Dom Nicastro is editor-in-chief of CMSWire and an award-winning journalist with a passion for technology, customer experience and marketing. With more than 20 years of experience, he has written for various publications, like the Gloucester Daily Times and Boston Magazine. He has a proven track record of delivering high-quality, informative, and engaging content to his readers. Dom works tirelessly to stay up-to-date with the latest trends in the industry to provide readers with accurate, trustworthy information to help them make informed decisions. Featured Research

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