Siena

customer experience

ForwardDeployedProductManager,Agents

Toronto, Canada FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“Forward Deployed Product Manager, Agents at Siena. Skills: Product Management, AI, Customer Experience (CX), Deployment. Own AI agent outcomes for strategic accounts end-to-end. Deploy agents”

What You'll Achieve.

deployment outcomes end-to-end; automation rates; resolution rates; time-to-value; build platform improvements; measure what matters

Industry & Context.

customer experience
Problems you'll solve

diagnose whether a deployment problem is technical, operational, or stakeholder-driven, and prioritise accordingly; fix problems first and explain later

Eligibility Requirements

AI-assisted screening tools as part of our hiring process, You can request a human-only review at [email protected]

What They're Looking For.

Must Have

5+ years in PM, solutions engineering, forward deployment, or technical account ownership, AI-native mindset, can scope webhooks, OAuth flows, and complex integrations without needing an engineer to translate, lived the problems customers are trying to solve, knows what great CX looks like from the inside, can diagnose whether a deployment problem is technical, operational, or stakeholder-driven, and prioritise accordingly, comfortable advising CX leaders on organisational design, process optimisation, and transformation strategy, ship features, write docs, run demos, and measure what matters

Nice to Have

Canada, Latin America preferred

What You'll Do.

Own AI agent outcomes for strategic accounts end-to-end

Identify what's blocking progress

Build the platform fix so the next account benefits

Work directly with enterprise CX leaders to design AI transformation roadmaps

Execute AI transformation roadmaps

Turn deployment insights into platform capabilities

Build and improve agent capabilities that work across platforms

Design evaluation systems

Run full launch cycles from internal testing to GA

Demo your own products

Co-sell alongside sales

How You'll Work.

Team & Collaboration

Embedded directly with strategic accounts; Work directly with enterprise CX leaders; Co-sell alongside sales; Build real relationships with teammates

Communication Scope

write docs; run demos; Demo your own products; co-sell alongside sales

Process & Methodology

Own deployment outcomes end-to-end, Run full launch cycles

Full Job Description

MEET SIENA Siena is the first intelligence layer for customer experience. We're creating an operating system of AI agents that learn, remember, and act across every customer touchpoint—from support conversations to shopping experiences to voice and social media interactions. Siena doesn't just automate support; it powers shopping agents, builds persistent customer memory, generates actionable business insights, and creates empathetic interactions that feel human. We're transforming how businesses understand and connect with their customers, turning every interaction into intelligence that makes the next one better. THE TEAM We're a small, distributed team that punches way above our weight. Every person here has outsized impact because we've built leverage into everything we do. This philosophy makes us faster and, frankly, more fun to work with. If you're excited about building something that doesn't exist yet, keep reading. We're building agents that don't just respond to customers—they remember them, learn from every interaction, and connect experiences across channels. 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 the 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. Who you are - 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 - You've lived the problems customers are trying to solve - you know what great CX looks like from the inside - You can diag

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