Meet Siena
Siena is the first intelligence layer for customer experience. Were 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 doesnt just automate support; it powers shopping agents, builds persistent customer memory, generates actionable business insights, and creates empathetic interactions that feel human.
Were transforming how businesses understand and connect with their customers, turning every interaction into intelligence that makes the next one better.
The team
Were a small, distributed team that punches way above our weight. Every person here has outsized impact because weve built leverage into everything we do. This philosophy makes us faster and, frankly, more fun to work with.
If youre excited about building something that doesnt exist yet, keep reading. Were building agents that dont 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, youre embedded directly with strategic accounts, owning their deployment outcomes end-to-end while feeding the insights back into the platform. Youre the person on the ground who deploys agents, drives automation rates, and turns what you learn into product improvements that scale across every customer.
Youre 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
Youve 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
Youre comfortable advising CX leaders on organisational design, process optimisation, and transformation strategy
You ship features, write docs, run demos, and measure what matters
Remote - Canada, Latin America preferred
What youll do
Own AI agent outcomes for strategic accounts end-to-end - automation rates, resolution rates, time-to-value
Deploy agents, identify whats blocking progress, then build the platform fix so the next account benefits
Work directly with enterprise CX leaders to design AI transformation roadmaps - and execute them
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
Demo your own products and co-sell alongside sales - youll be known by name in our customer communities
Why Siena?
Meaningful impact. Your work directly shapes our product and company.
Globally distributed team working at the bleeding edge of CX and AI.
Great salary plus the opportunity for equity or stock grants.
Learning budget. If youre growing, so are we.
The thrill of building something new. Join us at a stage where your contributions matter most.
AI-fluency. Make AI your second nature.
Tackle unsolved problems. We're redefining how customer experience will look like in the next decades.
Our values
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. Theyre 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 thats 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. Theyve 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 others 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.