Founding Account Executive — Own Revenue Growth with AI

Enboarder; Chicago (IL); On-site; USD 90,000 - 130,000; Full time

Job summary

Letter AI is hiring a founding Account Executive to drive revenue growth with full ownership of the sales cycle, from identifying leads to closing deals.

You will work with complete autonomy in a rapidly growing market, shaping the GTM function and building sales strategies. This is a rare chance to influence the company’s trajectory while advancing your career in an AI-driven startup.

Qualifications

• 3+ years of experience in SaaS sales or related fields.
• Experience selling global enterprise sales or enablement solutions is a strong plus.
• Proven track record of exceeding sales quotas and driving revenue growth.
• Ability to manage the complete sales cycle with a strategic approach.
• Strong interpersonal and communication skills with the grit to “figure things out” on the fly.
• Independent, proactive, and comfortable in a fast-paced startup environment.
• Ready to wear multiple hats and take on additional responsibilities as the company grows.

Responsibilities

• Sales Cycle Ownership: Fully manage the sales cycle from prospecting to closing, driving revenue growth and building relationships with key decision-makers at target companies.
• Tailored Sales Strategies: Develop and execute customized sales strategies that address the specific needs and pain points of potential customers.
• New Business Generation: Identify and actively pursue new opportunities through outreach, networking, and creative lead generation strategies.
• Collaborative Partnership: Work closely with the CEO and other team members to iterate on sales approaches, messaging, and market feedback, directly influencing product and market strategy.
• Lead Expansion in an Open Market: Take advantage of a greenfield opportunity to penetrate an underserved market, driving significant top-of-funnel activity and converting early adopters.

Skills

SaaS sales

Global enterprise sales

Quota achievement

Sales cycle management

Strong communication

Startup environment

Multi-hat roles

Job description

Letter AI is hiring a founding Account Executive to drive revenue growth with full ownership of the sales cycle, from identifying leads to closing deals.

You will work with complete autonomy in a rapidly growing market, shaping the GTM function and building sales strategies. This is a rare chance to influence the company’s trajectory while advancing your career in an AI-driven startup.