# Sales Development Representative at Letter AI

- Company: Letter AI
- What the company does: 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.
- Company website: https://www.letter.ai/
- Type: Startups (AI role)
- Level: Mid level
- Location: Chicago, United States
- Work setup: On-site
- Pay: $60K to $80K base salary per year (USD)
- Posted: 2026-09-17
- Apply by: 2026-11-01
- Apply: https://jobs.gem.com/letter-ai/am9icG9zdDqyKfGlhxP3TRgg7pgzh5-Y
- Page: https://www.1752.vc/careers/jobs/letter-ai-sales-development-representative/

## 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