Head of Sales Development, AMER
On-siteChicago, Illinois, United States
Job Summary
Lead the AMER Sales Development org through sales development managers and SDRs driving roughly 60% of Stripe's overall sales pipeline. Set segmentation and coverage strategy across startups, digital natives, commercial, and enterprise accounts to direct team structure for quality and volume. Own outbound strategy for AMER, including target markets, account prioritization, and multi-touch outreach across email, LinkedIn, video, and phone. Partner with AMER sales leadership, Marketing, and Sales Development Systems to align pipeline targets, lead routing, and tooling with go-to-market priorities. Develop and coach managers directly, build bench strength, and manage the org against opportunity count and cumulative revenue generation.
Required Qualifications
- proven manager-of-managers leadership, including manager development, organizational design, and accountability through layers
- ability to redesign roles, workflows, and capacity around agents and automation while protecting user experience, quality, and sound human judgment
- a record of improving qualified pipeline, SQOs, conversion, progression, and revenue outcomes—not activity volume alone
- credibility with Sales and Marketing leaders, including source-mix planning, shared funnel accountability, and seller-handoff design
- strong data fluency, consistent management systems, weekly performance reviews, and the ability to separate scalable standards from appropriate experimentation
- demonstrated ability to develop managers, SDR and internal candidates into future commercial leaders
- ability to navigate complex cross-functional relationships, build consensus with Sales and Marketing leadership, and maintain alignment across competing priorities
Desired Qualifications
- Experience leading AI-assisted sourcing or SDR-in-the-loop workflows
- Experience with MEDDIC-style qualification, pipeline defibrillation, aging-pipeline recovery, or later-funnel commercial support
- Experience developing internal AE talent into people leaders or Sales Development managers
- Deep familiarity with AMER segment design, field-sales coverage, vendor operations, or commercial-systems partnerships
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