Hybrid SDR — AI-Powered Growth & Prospecting

Letter AI Co

Chicago (IL)

Hybrid

USD 55,000 - 85,000

Full time

4 days ago

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Job summary

Letter AI is seeking a Sales Development Representative (SDR) in Chicago to help build our sales pipeline, engage prospects, and book meetings that drive revenue. You will collaborate with the founders and the marketing team to qualify leads and craft outreach across email, calls, and social channels in a fast-paced startup.

Ideal candidates have 1–2 years in SaaS or tech sales, strong multi-channel communication, and a self-motivated mindset.

Qualifications

1–2 years of SDR or outbound sales experience.
Experience in SaaS or tech preferred.
Strong communication across channels.
Self-motivated with good time management.
Thrives in a fast-paced startup environment.

Responsibilities

Lead Generation: Identify and research target accounts, engage prospects through outreach channels like email, calls, and social media, and create demand for Letter AI’s solutions.
Prospect Qualification: Work with the sales team to qualify leads and determine which prospects fit our ICP.
Appointment Setting: Book qualified meetings for Account Executives, ensuring a steady pipeline to drive revenue.
Personalized Outreach: Develop and execute outreach strategies tailored to each prospect’s unique pain points, ensuring each touchpoint adds value.
Cross-Functional Collaboration: Work closely with marketing on campaigns, share insights from prospects, and help refine messaging to resonate with our ICP.
Track & Analyze: Use CRM tools to keep detailed records of prospect interactions, analyze engagement, and provide insights to refine the sales strategy.