Outbound SDR Manager & AI Coach

Smokeball - Legal Software; Illinois; Hybrid; USD 90,000 - 135,000; Full time

Benefits offered by this job

Vacation and reboot days

Birthday off

Volunteer time

Medical/dental/vision

401(k) match

Wellness stipend

Office lunch & snacks

Swag

Job summary

Smokeball, a legal software leader, is seeking an Outbound SDR Manager for our Chicago, IL hybrid office. You will lead a six-person SDR team focused on building new pipeline through outbound prospecting, coaching on discovery and messaging, and leveraging AI (Claude) to sharpen research, personalization, and productivity.

You will drive performance against metrics, develop multi-channel sequences, and partner with AEs on account-based outbound strategies while maintaining strong

Qualifications

• 3+ years leading outbound-focused SDR/BDR teams with pipeline results.
• Strong coaching of cold calling, email prospecting, objection handling, personalization, and multi-channel outreach.
• Experience managing performance with leading and lagging indicators.
• Working knowledge of Outreach, 6sense, Apollo, and Salesforce; Gong/Clay a plus.
• Fluency with AI tools, especially Claude, applied to outbound/sales productivity.
• Comfort in a fast-paced, experimentation-driven sales org.
• Experience prospecting into law firms is a big plus.

Responsibilities

• Own team performance against meetings, opportunities, pipeline, and conversion goals.
• Build a strong cold-calling culture with coaching on openings, discovery, and meeting conversion.
• Partner with AEs to develop coordinated account-based outbound strategies.
• Prioritize high-value accounts using ICP, signals, and engagement data.
• Develop and optimize sequences, messaging, and cadences across channels.
• Leverage Claude and AI for research, personalization, call prep, coaching, and productivity.
• Recruit, onboard, ramp, and develop SDR talent as we grow.
• Maintain Salesforce/Outreach discipline for accurate reporting and pipeline attribution.

Skills

Outbound leadership

Coaching

AI fluency (Claude)

Salesforce

Outreach

6sense

Apollo

Tools

Outreach

6sense

Apollo

Salesforce

Clay

Job description

Smokeball, a legal software leader, is seeking an Outbound SDR Manager for our Chicago, IL hybrid office. You will lead a six-person SDR team focused on building new pipeline through outbound prospecting, coaching on discovery and messaging, and leveraging AI (Claude) to sharpen research, personalization, and productivity.

You will drive performance against metrics, develop multi-channel sequences, and partner with AEs on account-based outbound strategies while maintaining strong