Enterprise Account Executive

🕒 August 28

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

🗽 New York – Remote

🗽 New York – Remote

⏰ Full Time

🟡 Mid-level

🟠 Senior

🧑‍💼 Account Executive

👻 Ghost score 28%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Siena AI

WebsiteLinkedInAll Job Openings

11 - 50 employees

🤖 Artificial Intelligence

🛍️ eCommerce

☁️ SaaS

Artificial Intelligence • eCommerce • SaaS

Siena AI is an advanced autonomous customer service platform designed for commerce, integrating human empathy with AI to enhance customer experience. By handling over 80% of daily customer interactions, Siena AI helps companies streamline support while maintaining a consistent, empathetic brand voice across multiple channels. Siena provides real-time, omnichannel management and leverages powerful AI models for cognitive reasoning and multilingual support, transforming customer service into a strategically automated, revenue-driving function. The platform supports various integrations, allowing seamless deployment across modern commerce tools and communication channels for improved customer satisfaction and engagement.

📋 Description

• Build and own an enterprise pipeline into ecommerce and consumer brands doing $100M+ in annual GMV • Run the full enterprise sales cycle from first conversation to close • Manage multi-stakeholder, multi-SKU deals with sales cycles that can run six months • Lead formal RFP processes, coordinating solutions engineering and leadership • Run executive conversations with CFOs, CX leaders, and buying committees • Tailor the business case to each stakeholder • Build and defend business cases with finance and executive teams • Find and close expansion opportunities inside owned accounts • Understand and navigate the competitive landscape • Build relationships and deliver outcomes in a globally distributed, async-first team

🎯 Requirements

• Experience selling to executive and C-suite stakeholders at ecommerce and consumer brands • Track record of closing accounts doing $100M+ in annual GMV, with named brands and named numbers • Quota attainment or overachievement in the last 1-2 years that can be explained • Hands-on experience running formal RFP processes in six-figure, multi-stakeholder deals • Experience selling AI products or selling into teams adopting AI • Quota overachievement sustained across multiple years • Track record of sourcing a meaningful share of own closed pipeline • Experience selling usage-based pricing, with land-and-expand growth inside owned accounts is a bonus • Enterprise sales experience rather than primarily mid-market or SMB experience • Experience owning and closing enterprise deals rather than merely supporting them

🏖️ Benefits

• Great salary plus equity or stock grants • Learning budget • Premium accounts for ChatGPT, Claude, Perplexity Pro, Cursor, and Lovable • Quarterly budget for new AI tools • Fully distributed, remote work arrangement • Async-first work environment • Autonomy and ownership • Equal employment opportunities and inclusive workforce