Outbound Sales Development Manager

Smokeball - Legal Software • Chicago, IL

7d • Onsite

About The Position

We're looking for a hands-on, player-coach Outbound SDR Manager to lead, coach, and develop a team of up to six early-career SDRs. This team is 100% focused on creating new pipeline through outbound prospecting — identifying the right accounts, finding the right people, and turning cold prospects into qualified opportunities. This role is for someone who loves outbound sales and developing talent. You'll be comfortable listening to calls, reviewing emails, building prospecting strategies, analyzing conversion data, and coaching SDRs in real time. We also embrace AI as a force multiplier — this leader should be highly proficient with AI tools, particularly Claude, and help SDRs use AI to sharpen research, personalization, and productivity without sacrificing authenticity.

Requirements

• 3+ years leading outbound-focused SDR/BDR teams, with proven pipeline-generation results
• Strong experience coaching cold calling, email prospecting, objection handling, personalization, account research, and multi-channel outreach.
• Experience managing performance through both leading and lagging indicators
• Working knowledge of Outreach, 6sense, Apollo, and Salesforce (Clay a plus; Gong strongly preferred)
• Real AI fluency — especially with Claude — applied to outbound and sales productivity
• Comfort operating in a fast-paced, experimentation-driven sales org
• Experience prospecting into law firms a huge plus!

Nice To Haves

• Clay a plus
• Gong strongly preferred
• Experience prospecting into law firms a huge plus!

Responsibilities

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

Benefits

• 20 vacation days
• 3 reboot days
• birthday off
• volunteer time
• Excellent medical, dental, vision coverage
• 401(k) match
• monthly wellness stipend
• Parental leave
• Office lunch and loads of snacks
• SWAG

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed