Job Description

Meet Siena

Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.

It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.

The team

We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.

We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.

If you want to set the bar rather than follow one, keep reading.

What we’re looking for

You're a builder who thrives at the frontier of AI agents, customer experience, and ecommerce.

We welcome multiple paths:

The operator who wants to build — you've been a solutions engineer, implementation manager, technical account manager, or worked in customer success at technical startups. You've implemented complex systems, managed enterprise rollouts, architected solutions. You understand both the customer pain and the product. You've seen where systems break in production. Now you want to shape the future of CX with your operator experience.

The technical PM — you've been shipping product at technical B2B companies—ideally in CX, helpdesk, ecommerce, marketing tools, or AI automation. You understand how software gets built and adopted. You thrive working cross-functionally with engineering, design, and go-to-market teams.

The consumer-minded builder — you understand what makes products feel good to use. You think about user behavior, ecommerce, purchase patterns, building premium experiences. Maybe you've worked on consumer products, growth teams, or analytics-heavy roles. You bring a user-first lens to enterprise software.

What matters across all paths: you understand complex systems, you ship fast, you have high standards, and you want to build AI agents that interact with millions of consumers.

You have

• 3+ years in PM, solutions engineering, implementation, technical account management, customer success engineering, sales engineering, solutions consulting, or product ops
• Experience with technical products and enterprise customers
• AI-native mindset—you live in Claude, Cursor, v0, and often max out your daily LLM limits
• Technical fluency—you can scope webhook systems, OAuth flows, and complex integrations
• Builder mentality—you ship features, write docs, run demos, and measure what matters
• Customer confidence—you thrive talking with customers, running demos, and co-selling alongside sales

You thrive when

• Building complex AI systems that get smarter over time
• Shipping new capabilities that change how shopping and CX happens online
• Seeing customers adopt what you built, create real value, and move business metrics

What you’ll do

• Own product areas end-to-end in our AI agent ecosystem. Full-cycle ownership—from discovery to shipping to enabling customers and internal teams.
• Build new agent capabilities that work seamlessly across platforms
• Design and ship evaluation systems that make our agents continuously smarter. Build QA suites, automated testing, performance monitoring that catches issues before customers do
• Own platform automation and onboarding to help customers go live in days, not weeks. Create AI tools that reduce manual implementation work
• Expand our integrations ecosystem by shipping new platforms and enterprise app requirements. Make it easy for customers to connect their entire tech stack
• Run full launch cycles from internal testing to early access to GA, including customer enablement through webinars, documentation, training sessions
• Demo your own products to customers and co-sell alongside sales. You'll be known by name in our customer Slack communities as the PM who ships what they need
• Act as forward-deployed PM—meeting customers onsite, breaking down enterprise workflows into features, scoping in real-time, validating pain points, building prototypes, moving fast from insight to shipped product

How we hire

1. Fill in a short form then jump on an intro call where we’ll discuss your experience building products and managing technical launches.
2. Build a hands-on case study—vibe code a small AI feature with a live link and Loom walkthrough covering your approach.
3. Join us for a round of interviews to discuss your experience in more depth.
4. Work with us for a trial week on a real project. Ship something meaningful while experiencing our culture firsthand. We'll see how you work, you'll meet the team, and we'll both figure out if Siena feels right for you.

Why Siena?

• Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
• Work that ships and matters. What you build reaches real consumer brands fast.
• A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
• A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
• Great salary plus equity or stock grants. Own a piece of what you build.
• Learning budget. If you are growing, so are we.
• AI-fluency by default. Few places will push your work with production AI further or faster.

Our values

The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.

They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.

Our approach to AI

The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.

Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.

At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.

We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.