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Forward Deployed Product Manager

Siena

This Product Manager role focuses on AI/ML agent deployment for enterprise customer experience. You will bridge the gap between direct client implementation and core platform development to scale automated solutions.

What you’d own

  • End-to-end outcomes for strategic accounts including automation and resolution rates
  • Deployment of agents across support, shopping, reviews, voice, and social
  • Translation of field insights into scalable platform capabilities
  • Design of evaluation systems like QA suites and performance monitoring

Who it’s for

A fit if you…

  • You have 5+ years in PM, solutions engineering, or forward deployment
  • You are AI-native and comfortable building your own workflows with tools like Cursor
  • You can scope webhooks, OAuth flows, and complex integrations independently
  • You enjoy the loop of deploying, identifying gaps, and building platform fixes

Not for you if…

  • You prefer staying behind a roadmap rather than handling direct execution
  • You need an engineer to translate technical requirements before you can scope them
  • You prefer synthesizing feedback over daily involvement in account management

Reading between the lines

  • The 'Forward Deployed' title and requirement to 'fix problems first and explain later' suggests a high-autonomy role with significant ambiguity.
  • The emphasis on 'moving at startup speed' and 'no manager in your inbox' implies a lean team structure where you must be self-directed.

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Benefits

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Full job description
Location Type: Remote Location: Argentina; Brazil Employment Type: FullTime Department: Deployment MEET SIENA Siena is 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. THE ROLE As a Forward Deployed Product Manager, Agents, you're embedded directly with strategic accounts, owning their deployment outcomes end to end while feeding insights back into the platform. You're the person on the ground who deploys agents, drives automation rates, and turns what you learn into product improvements that scale across every customer. You're energised by the loop: deploy agents, drive outcomes, identify gaps, build platform improvements, repeat. WHAT YOU'LL DO - Own AI agent outcomes for strategic accounts end to end: automation rates, resolution rates, time-to-value - Deploy agents, identify what's blocking progress, then build the platform fix so the next account benefits - Work directly with enterprise CX leaders to design and execute AI transformation roadmaps - Turn deployment insights into platform capabilities: what you learn in the field shapes what we build next - Build and improve agent capabilities that work across platforms: support, shopping, reviews, voice, social - Design evaluation systems: QA suites, automated testing, performance monitoring - Run full launch cycles from internal testing to GA, including customer enablement, demos, and co-selling alongside sales WHO YOU ARE The Bar: If you're missing any of these, this isn't the role for you. - 5+ years in PM, solutions engineering, forward deployment, or technical account ownership - AI-native mindset: you live in Claude, Cursor, and build your own workflows before anyone asks - You can scope webhooks, OAuth flows, and complex integrations without needing an engineer to translate Strong Signal: Not dealbreakers, but what separates a good hire from a great one. - You've lived the problems customers are trying to solve: you know what great CX looks like from the inside - You can diagnose whether a deployment problem is technical, operational, or stakeholder-driven, and prioritise accordingly - You're comfortable advising CX leaders on organisational design, process optimisation, and transformation strategy - You ship features, write docs, run demos, and measure what matters NOT A FIT IF: - You want to stay behind a roadmap and hand off execution to someone else - You need an engineer to translate technical requirements before you can scope them - You're more comfortable synthesizing feedback than living in the account day to day 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. HOW WE HIRE 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.

Siena builds autonomous AI customer service agents purpose-built for commerce brands. The product connects to a brand's helpdesk, commerce stack, and customer data to run e-commerce-specific workflows — handling order issues, applying discounts, recommending products, and answering questions in a brand-aligned voice across email, chat, and social channels. Customers include HexClad, Prose, Kitsch, Simple Modern, Coterie, Everyday Dose, and Terra Kaffe, and brands report shifting CX from cost center to revenue driver. Siena raised a $4.7M seed in 2023 led by Sierra Ventures with Village Global participation, and has raised about $12.7M total. The team is small (roughly 50-60 people) and the product positions itself against general-purpose helpdesk AI add-ons.

AI & Machine LearningE-commerce & Retail

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