---
title: 'Enterprise Account Executive at Siena AI'
canonical: 'https://feeny.ai/job/enterprise-account-executive-siena-ai-north-rsb1y55zykdz'
type: 'job'
last_seen: '2026-10-17'
---

# Enterprise Account Executive at Siena AI

- **Company:** Siena AI
- **Location:** North, United States / US East Coast
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-10-15
- **Last confirmed live:** 2026-10-17
- **Apply:** https://jobs.ashbyhq.com/siena/c71d305d-cde0-430c-b6bc-1f81b368c3a2

## Job description

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

This role is not for most people, and that's the point. Our Enterprise customers are ecommerce and consumer brands doing $100M+ in annual GMV, and this seat is for someone who has already closed deals at that level. This is a hunter seat: you'll build your own pipeline and take six-figure, multi-stakeholder deals from first call to signature, with real RFPs and real competitive pressure. It's not built for junior reps: the deals are complex and the bar is high from day one. We want someone with a proven enterprise record who wants to do it again, at a company small enough that every win is visible.

## What You'll Do

- Build and own your enterprise pipeline into ecommerce and consumer brands doing $100M+ in annual GMV.
- Run the full enterprise sales cycle from first conversation to close: multi-stakeholder, multi-SKU deals with cycles that can run six months.
- Lead formal RFP processes, coordinating solutions engineering and leadership through each stage.
- Run executive conversations with CFOs, CX leaders, and full buying committees, tailoring the case to each stakeholder.
- Build the business case with real numbers, and defend it with finance and executive teams.
- Find and close expansion opportunities inside your own accounts.
- Know the competitive landscape and how Siena wins in it, deal by deal.

## Who You Are

The Bar: If you're missing any of these, this isn't the role for you.

- Experience selling to executive and C-suite stakeholders at ecommerce and consumer brands.
- A track record of closing accounts doing $100M+ in annual GMV, with named brands and named numbers. Not "exposure to." Closed.
- Quota attainment or overachievement 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 won when others on your team didn't.
- Hands-on experience running formal RFP processes in six-figure, multi-stakeholder deals.

Strong Signal: Not dealbreakers, but what separates a good hire from a great one.

- Experience selling AI products, or selling into teams adopting AI.
- Quota overachievement sustained across multiple years, not one standout year.
- A track record of sourcing a meaningful share of your own closed pipeline.

Nice to Have: Bonus, not required.

- Experience selling usage-based pricing, with land-and-expand growth inside accounts you owned.

Not a Fit If:

- Your experience is mainly mid-market or SMB, with deal sizes well below six figures.
- Your closed deals mostly came from inbound leads, not pipeline you created.
- Your enterprise experience is mostly supporting deals rather than owning and closing them.
- This sounds exhausting rather than exciting. That 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.

## 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.

## 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)

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