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Salary: USD 90,000 - 125,000 / annual
Letter AI is a unified revenue acceleration platform powered by generative AI, serving enterprise customers including Adobe, Lenovo, and Figma. The company recently raised a $40M Series B led by Battery Ventures and has achieved 10x revenue growth year-over-year. You will join as a Growth Account Executive in Chicago, taking full ownership of the sales cycle from prospecting through closing deals.
In this role, you will manage the complete sales cycle, developing and executing customized sales strategies tailored to the specific needs of target customers. You'll identify and pursue new business opportunities through outreach, networking, and creative lead generation, with the freedom to build and experiment with your own sales approaches. You'll work closely with the CEO and leadership team to iterate on sales messaging and market strategy, directly influencing product direction and go-to-market execution. This is a greenfield opportunity to penetrate an underserved market and convert early adopters in the AI-powered sales enablement space.
The role offers significant autonomy and impact in a fast-growing startup environment. You'll be part of shaping the GTM function at a company recognized as the fastest-growing AI startup in Chicago. The position combines strategic account management with entrepreneurial opportunity, requiring you to wear multiple hats and adapt quickly in an ambiguous, high-growth environment.
QUALIFICATIONS:
- 3+ years of experience in SaaS sales or related fields
- Experience selling global enterprise sales or enablement solutions (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 grit to figure things out on the fly
- Independent, proactive, and comfortable in fast-paced, ambiguous startup environment
- Ready to wear multiple hats and take on additional responsibilities as company grows
