Head of Growth

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

Siena is the CX operating system for brands. The product is shipping faster than the market can absorb it. We have the customers, the proof, the momentum. What we need is someone who turns all of that into compounding growth.

You will own how Siena grows. New customers, existing customers, and everything between them. Demand creation, product launches, brand, content, expansion, retention as a marketing motion. The full surface area of how the world finds Siena and how Siena keeps the customers it earns.

You work directly with both founders. You build the function. You build the team.

What You'll Own

• New customer acquisition. Demand creation across every channel that works. Brand, content, social, events, paid, partnerships. The pipeline that fuels Series A and beyond.

• Existing customer growth. Expansion, adoption, retention as a marketing problem. Customer marketing, co-marketing, references, community. The 130 brands we already serve become our biggest growth lever.

• Product launches end to end. Every release becomes a market moment. Positioning, messaging, distribution, the works.

• Category leadership. Siena is creating the category of CX operating system for brands. You own how that category gets defined and adopted.

• Brand and momentum. The campaigns, content, and presence that make Siena the first name in CX AI.

• The growth system. You build the AI agents and workflows that let one person move like ten. You orchestrate. Your taste is the final filter.

What We're Looking For

• AI-native. You build agents. You build systems. You've replaced workflows with AI before you joined us, and you'll do it again here.

• A builder. You've shipped something from zero. A function, a brand, a company, a community. You operate without a brief.

• A storyteller. You write. You shape narrative. You take a complex AI product and make it feel inevitable.

• Creative and analytical in equal measure. You have taste, and you have a pipeline dashboard open. You move between a campaign concept and a CAC payback model without flinching.

• Scrappy. You ship in hours. You experiment constantly. You kill what doesn't work.

• Fluent in selling AI. You understand what makes AI products different to market. You've done it, or you've studied it closely enough to tell us exactly how you'd do it here.

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 you're 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. 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 View email address on click.appcast.io.

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.