Empower your revenue teams to win more deals, faster. Get our all-in-one revenue enablement platform that unifies content, training, coaching, and buyer engagement. Backed by Battery and Y Combinator.
About the role
As a Sales Development Representative (SDR) at Letter AI, you will be instrumental in building our sales pipeline, generating interest, and creating opportunities for the sales team. You will work closely with the founders and founding sales & marketing lead to engage prospects, qualify leads, and book meetings that set up the sales cycle for success. This is a unique opportunity to make a direct impact, helping to shape the sales development process and play a foundational role in Letter AI’s growth.
What they're looking for
- 1-2 years of experience in sales development, lead generation, or business development, ideally in SaaS or tech
- Proven success in outbound sales activities and a track record of meeting or exceeding targets
- Strong communication skills and the ability to engage prospects over multiple channels
- Extremely self-motivated, with excellent organizational and time-management abilities
- A problem-solver with a curiosity about customers’ needs and a willingness to tailor outreach accordingly
- Comfortable in a startup environment, able to thrive in a fast-paced, constantly evolving atmosphere
More about this role
About Letter AI
Letter AI is the world’s first revenue enablement platform powered natively by AI. We’re reimagining the end-to-end revenue journey by turning real customer conversations and account data into actionable insights, personalized coaching, meeting prep, and next steps.
Revenue teams aren’t asking for more content or tools. They’re asking for better outcomes. Letter does just that, empowering them to learn faster, sell smarter, and win more.
We recently raised a $40M Series B and are already helping leading companies like Adobe, Lenovo, and Figma transform how their teams work. We 10xed our revenue last year and are looking for the best of the best in Chicago to help us build on that momentum.
As a Sales Development Representative (SDR) at Letter AI, you will be instrumental in building our sales pipeline, generating interest, and creating opportunities for the sales team. You will work closely with the founders and founding sales & marketing lead to engage prospects, qualify leads, and book meetings that set up the sales cycle for success. This is a unique opportunity to make a direct impact, helping to shape the sales development process and play a foundational role...
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