Founding SDR for AI Revenue Platform (Hybrid, Chicago)

Enboarder; Chicago (IL); Hybrid; USD 52,000 - 75,000; Full time

Job summary

Letter AI is seeking a Founding Sales Development Representative (SDR) in Chicago to build our sales pipeline, generate interest, and create 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 role offers autonomy to craft outreach strategies, contribute to our growth, and shape the sales development process in a fast-paced, AI-powered

Qualifications

• 1–2 years of sales development, lead generation, or business development experience, ideally in SaaS or tech.
• Proven success in outbound sales activities and a track record of meeting or exceeding targets.
• Strong communication skills across multiple channels.

Responsibilities

• Identify and research target accounts and engage prospects to create demand for Letter AI’s solutions.
• Qualify leads and determine ICP fit in collaboration with the sales team.
• Book qualified meetings for Account Executives to maintain a steady pipeline.

Skills

Lead generation

Prospect qualification

Appointment setting

Communication

Time management

CRM tools

Tools

CRM software

Job description

Letter AI is seeking a Founding Sales Development Representative (SDR) in Chicago to build our sales pipeline, generate interest, and create 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 role offers autonomy to craft outreach strategies, contribute to our growth, and shape the sales development process in a fast-paced, AI-powered