SDR Manager — Build & Scale Our Revenue Engine

Letter AI, Inc.; Chicago (IL); Hybrid; USD 110,000 - 150,000; Full time

Benefits offered by this job

Letter stock options

Medical, dental, and vision coverage

401(k) with company match

Commuter and wellness benefits

Job summary

Letter AI, Inc. in Chicago is seeking a first SDR Manager to build and scale our Sales Development function from the ground up. You will recruit, coach, and lead a founding team, shaping outbound playbooks and metrics to fuel the top-of-funnel pipeline.

You’ll partner with Leadership and Marketing to define multi-channel strategies, own outbound initiatives, and drive growth in a fast-paced startup environment with strong equity potential.

Qualifications

• 3+ years in SaaS sales or sales development with 1–2+ years in leadership.
• Proven track record of exceeding outbound pipeline quotas.
• Strong coaching, mentoring, and communication skills.

Responsibilities

• Team Building & Leadership: recruit, hire, onboard, and coach our founding SDRs.
• Outbound Strategy & Execution: design, test, and iterate on playbooks and sequences.
• Pipeline Generation: drive qualified leads and meetings to meet goals.
• Cross-Functional Alignment: collaborate with AEs, Marketing, Revenue Ops.
• Data & Performance Management: track SDR metrics and pipeline health.

Skills

SaaS sales

SDR/BDR leadership

Outbound prospecting

Multi-channel outreach

Data-driven pipeline management

Coaching & mentoring

Job description

Letter AI, Inc. in Chicago is seeking a first SDR Manager to build and scale our Sales Development function from the ground up. You will recruit, coach, and lead a founding team, shaping outbound playbooks and metrics to fuel the top-of-funnel pipeline.

You’ll partner with Leadership and Marketing to define multi-channel strategies, own outbound initiatives, and drive growth in a fast-paced startup environment with strong equity potential.