How do I apply for this Account Executive - NY position?

Click the "Apply Now" button on the job listing page to be directed to the application. You will be taken to the employer's application page.

Is this position remote?

This role is based in New York (Hybrid). Check the full description for remote or hybrid options.

This position was posted 3 days ago. We recommend applying promptly as positions can fill quickly.

Siena is the first intelligence layer for customer experience, 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 is small, distributed, and highly impactful, focusing on building agents that remember, learn, and connect experiences across channels.
As an Account Executive, you will be crucial to Siena’s growth, closing high-value enterprise deals and delivering AI-driven automation to leading brands. This role targets a hunter profile, someone adept at prospecting, navigating complex sales cycles, and converting cold leads into lasting partnerships. If you have experience selling into enterprise CX or AI-driven automation, this is an opportunity to shape the future with Siena. The role is hybrid, based in NYC, requiring in-office presence a few days per week.

Own the full sales cycle from prospecting to close, targeting enterprise accounts.
Build and maintain strong relationships with senior decision-makers in CX, digital transformation, and operations.
Develop strategic outbound motions to break into top accounts and expand Siena’s footprint.
Manage complex, multi-stakeholder sales cycles with a consultative and value-driven approach.
Work closely with marketing, sales development, and solutions engineering to refine our go-to-market strategy.
Drive adoption of Siena’s AI solutions by aligning our capabilities with customer pain points and business outcomes.
Consistently exceed quota and revenue targets, contributing to Siena’s high-growth trajectory.
Leverage AI tools to scale prospecting, research, and deal preparation.
Build and maintain custom AI workflows for account intelligence, objection handling, and competitive analysis.
Hybrid role based in NYC—expect to be in-office with the team and founders a few days per week.

5+ years of experience in enterprise SaaS sales, ideally in AI, CX, automation technology.
Proven success in hunting new business and closing six- and seven-figure deals.
Skilled in multi-threading enterprise sales cycles and navigating complex organizations.
Deep understanding of enterprise customer experience, digital transformation, and automation trends.
Highly strategic and data-driven, leveraging insights to optimize deal execution.
Comfortable working in a fast-moving startup environment where adaptability and ownership are key.
Power-user of AI tools with proven ability to build custom agents/prompts that enhance sales productivity.
Comfort with rapidly evolving AI landscape by staying current on AI capabilities and applying them to sales motion.

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.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools.