--- title: 'Enterprise Account Executive at Siena AI' canonical: 'https://feeny.ai/job/enterprise-account-executive-siena-ai-new-york-rsb1y55zykdz' type: 'job' last_seen: '2026-09-05' --- # Enterprise Account Executive at Siena AI - **Company:** Siena AI - **Location:** New York, NY - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-08-28 - **Last confirmed live:** 2026-09-05 - **Apply:** https://jobs.ashbyhq.com/siena/c71d305d-cde0-430c-b6bc-1f81b368c3a2 ## 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 own real problems rather than close tickets, keep reading. This role is not for most people. That's the point. Siena is building the intelligence layer for CX, and we're doing it at a speed most reps have never operated at. We are not looking for someone to "manage a territory." We are looking for a closer: someone who treats every deal like it's the only one that matters, who doesn't wait to be told what to do, and who would rather lose a deal swinging than win it by accident. If you need a playbook for every situation, a manager checking in on you weekly, or a market that isn't changing under your feet, stop reading now. This isn't that job. If you're the person who finds a way to win when everyone else finds a reason they couldn't, keep reading. What this job actually is We're scaling the Enterprise motion and paying for it properly. This is a hunter seat for someone who can walk into a room with a CFO, a CX leader, or a hostile buying committee and command it: no hand-holding, no script, no safety net. You will run six-figure, multi-stakeholder deals with real RFPs and real competitive fire, and you will be expected to operate like you already own the outcome. We are deliberately not hiring junior reps into this seat. We don't have the bandwidth to coach someone up over eighteen months, and the deals on the table won't wait for anyone's learning curve. We are paying top of market for someone who is already exceptional and wants to prove it again, at a company still small enough that one person's work is visible to everyone. ## What you'll own - The full enterprise sales cycle, start to close: multi-stakeholder, multi-SKU, cycles that can run six months and don't move themselves - Formal RFP processes, including the internal resources (solutions engineering, leadership) you'll need to shepherd through them without burning goodwill - Total autonomy in the room: you adapt to whoever's in front of you, CFO or CX manager, without checking in at every step, because you already know what to say - The business case, built and defended with real numbers, for brands doing $100M+ in annual GMV - The instinct to spot and act on expansion inside your own deals, not because it's mandated, but because leaving money on the table isn't in your nature - A real point of view on the competitive landscape, because the market is only getting harder and you should already know how you win in it What it takes to be in the room - A track record, named brands, named numbers, of closing $100M+ GMV accounts. Not "exposure to." Closed. - Quota attainment in the last 1-2 years that you can explain, not just report. "I exceeded quota" tells us nothing. We want to know why you win when other people on your old team didn't. - The kind of executive presence that doesn't need a warm-up. You get on a call cold with a CFO and you already know what to say. - RFP experience and the judgment to run one without wasting everyone else's time. - Hunger that shows up as a pattern, not a mood. You find a way to win. Every time. That's not a personality trait we're hoping for: it's the bar. - Bonus: a background selling usage-based pricing. If you've sold that way, you already think in terms of land-and-expand and long-term account ownership, not one-and-done transactions. - Prior AI/CX exposure is a plus, not a requirement, if everything else here is undeniable. ## Why this is worth it This is not a role where you're competing with twelve other AEs for scraps of enterprise pipeline. You'll be one of a small number of people operating at this level, which means your work is visible, your wins compound fast, and you'll help define what "Enterprise AE at Siena" means as the team scales. This is intense. It is also one of the more rewarding seats you'll find: real ownership, real money, and a company moving fast enough that you'll never wonder if your work matters. If that sounds like the environment you've been looking for, we want to talk to you. If it sounds exhausting, this isn't a knock on you, it just isn't this role. 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. ## About Siena AI ## Company Overview - **One-liner**: Siena AI is an autonomous customer service platform for commerce that uses empathic AI agents to automate customer interactions, drive revenue, and turn conversations into strategic business insights. - **Entity Type**: Private (Seed stage; total funding $11.1M as of 2024) - **Headquarters**: New York, New York, United States - **Founded**: 2023 - **Founders**: Andrei Negrau (CEO) and Lisa Popovici (Co‑founder & President) ## Core Business - **Primary industry**: AI‑powered customer experience (CX) for e‑commerce and retail - **Target customers**: B2B – consumer brands (e.g., FIGS, HexClad, Kitsch, Grüns, Spanx, Everyday Dose) - **Mission**: “Humanize the internet by turning customer interactions into meaningful relationships.” ## Products & Services - **Siena AI Platform**: An agentic commerce platform that combines a brand intelligence layer with fully autonomous AI agents. Capabilities include: - Automated post‑purchase workflows (WISMO, returns, refunds, replacements) - Social media engagement and moderation - Generative product recommendations that drive sales - Subscription management (skip, pause, swap) - Agent assist (Copilot, Collaborative AI Routing, AI Assistant for workflow building) - Unified brand voice across all channels with enterprise‑grade safety and guardrails - **Integrations**: Seamless with help desks (Zendesk, Intercom, Gorgias, Kustomer), commerce stacks (Shopify, Klaviyo), and other tools (Slack, HubSpot, Salesforce, etc.) ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: Total funding of **$11.1M** (Seed round led by Sierra Ventures in 2023; additional pre‑seed from GapMinder VC; follow‑on seed in 2024) - **Notable Investors/Partners**: Sierra Ventures (lead), GapMinder VC; trusted by brands like FIGS, HexClad, Kitsch, Grüns, Spanx, Everyday Dose - **Growth Signals**: - Headcount: 53 employees (+22.2% YoY), operating across 16 countries - Brands using Siena automate up to 80% of customer interactions with an average CSAT of 4.81/5 - Active job postings: 103 (yearly growth +243.3%) - Launched Siena AI Certification Program (July 2024) to train CX professionals ## Competitive Advantages - **Empathic AI with brand intelligence**: Learns from every interaction, captures tone and voice, and personalizes at scale - **Unified omnichannel experience**: One intelligence layer powering agents across support, shopping, social, and VoC - **Enterprise‑grade safety**: Granular guardrails and brand controls - **Deep commerce integrations**: Purpose‑built for e‑commerce, with native connections to Shopify, Klaviyo, and major help desks - **Proven results**: Brands report 98% faster response times, 90% faster resolution, and CSAT scores above 4.8 ## Strategic Focus - **Current priorities**: Deepening AI agent capabilities (especially for social commerce and subscription management), expanding the partner ecosystem, and scaling the team to meet growing demand - **Direction**: Building the “AI CX operating system for consumer brands” and turning customer interactions into revenue‑driving insights through the brand intelligence layer ## Why Work Here - **Culture**: Described as a globally distributed team of “co‑creators” who value ownership, customer empathy, honest and direct communication, and craftsmanship. “Relationships mean everything to us.” - **Remote/Hybrid Policy**: Globally distributed with offices in New York (HQ) and San Francisco. Likely remote‑friendly; the team spans 16 countries. - **Engineering Culture**: Modern tech stack (TypeScript, Python, React, microservices, AWS, Terraform, PostgreSQL, OpenAI, etc.). Active hiring for Engineering Managers, Forward Deployed Product Managers, and Technical Account Managers. - **Notable Perks**: Not explicitly listed, but the company invests heavily in employee growth (e.g., Siena AI Certification Program, cross‑functional collaboration) and offers a fast‑paced, impact‑driven environment. ## Sources 1. [siena.cx - About Us](https://www.siena.cx/about-us) 2. [siena.cx - Homepage](https://www.siena.cx/) 3. [linkedin.com - Siena AI Company Page](https://www.linkedin.com/company/siena-ai) 4. [tracxn.com - Siena Profile](https://tracxn.com/d/companies/siena/__aqlZj-h0DK7BZXCg_2B3qdeETh_QZVxJWh96eqG-QOQ) 5. [leadiq.com - Siena AI Overview](https://leadiq.com/c/siena-ai/64528184be10691471ed7cca) ## Other roles at Siena AI - [Talent Ops Specialist](https://feeny.ai/job/talent-ops-specialist-siena-ai-london-3yzvfb67mjmy) — London, United Kingdom - [Strategic Account Manager - London](https://feeny.ai/job/strategic-account-manager-london-siena-ai-london-x8q7wg9echcn) — London, United Kingdom - [Engineering Manager, Channels & Platform](https://feeny.ai/job/engineering-manager-channels-platform-siena-ai-europe-02j5xn19vw9d) — Europe - [Deployment Manager, AI Agents](https://feeny.ai/job/deployment-manager-ai-agents-siena-ai-argentina-eh1tnh3hcp3p) — Argentina - [Strategic Account Manager](https://feeny.ai/job/strategic-account-manager-siena-ai-new-york-59nq22fkj4sn) — New York, NY - [Senior Product Marketing Manager](https://feeny.ai/job/senior-product-marketing-manager-siena-ai-north-x1q38r5mx3ta) — North, United States / US East Coast - [Director, Strategic Accounts](https://feeny.ai/job/director-strategic-accounts-siena-ai-new-york-65m5sxka4htw) — New York, NY - [Product Specialist](https://feeny.ai/job/product-specialist-siena-ai-europe-rb9t56xhh7ye) — Europe - [Software Engineer, Platform Experience](https://feeny.ai/job/software-engineer-platform-experience-siena-ai-argentina-x0g5hk9daj1c) — Argentina - [Solutions Engineer - Remote](https://feeny.ai/job/solutions-engineer-remote-siena-ai-austin-z3vbmk0x72h9) — Austin, TX