Head of Outbound

What You’ll Do

• Improve outbound efficiency across MSP and Accounting segments: diagnose what’s working, redesign what isn’t, and raise the bar on BDR output.
• Design BDR outbound playbooks for each segment: signal-based targeting, sequence architecture, cold call scripts, and email positioning tailored to different buyer personas.
• Build rigor and accountability across the BDR team — daily/weekly operating cadences, activity standards, pipeline inspection, and performance management.
• Collaborate across Marketing, Partnerships, and Events to drive a strategic approach to outbound efforts.
• Work with Head of New Markets to build GTM plans for new verticals: define the buyer, the pitch, the outbound motion, and the pipeline targets.
• Build the mid-market and enterprise outbound motion alongside the existing SMB process.

What You’ll Bring

• 5–10 years in B2B SaaS or fintech sales, including time where your job was building or running outbound programs across multiple segments.
• Experience building outbound playbooks: signal-based targeting, cold sequences, call frameworks. You know the difference between a sequence that books meetings and one that gets ignored.
• A track record of improving BDR performance through better process, accountability, and outbound strategy — not just managing reps, but raising the standard.
• You’ve worked at a company in the $3M–$20M ARR range where not everything was built yet.
• Working knowledge of Salesforce, Apollo, Instantly.
• Proven ability to leverage AI to drive team efficiency and prove outcomes with tangible results.

Nice to Haves

• Familiarity with the MSP / Accounting ecosystem, PE-backed roll-ups, or payments/AR automation.
• Experience building outbound motions across multiple verticals simultaneously.
• Comfort with outbound tooling beyond Apollo — intent data platforms, enrichment tools, deliverability monitoring.
• Track record coaching or mentoring BDRs into AE roles.
• Deals you personally closed in markets your company hadn’t sold into before.