Head of Sales Development, North America & UK - Cash App & Afterpay

About the Role

<h4><strong>Job Description</strong></h4> <p>The Sales Development team at Cash App is responsible for creating and qualifying the demand that drives revenue to our core consumer payments businesses, Afterpay and Cash App Pay, giving our Merchant partners access to the largest and most engaged network of next generation consumers. Sales Development is where many of our best-fit merchants first hear from us, and where we create the pipeline our sales organization converts.</p> <p>We are looking for an experienced, operationally rigorous, and highly collaborative Head of Sales Development to unify and grow this program in North America &amp; the United Kingdom. This is a newly created role, and the first time we will have led this function across markets. We have real capability in place today, with teams across the US and the UK, generating pipeline our sales organization converts, supported by playbooks and processes that work in their markets. The opportunity in front of us is to bring these teams together into a single global function and scale what is already working: shared standards where they help, one consistent view of performance, and the compounding advantage of teams learning from each other rather than solving the same problems separately. Our core motion today is SMB and there is significant opportunity to extend our more nascent upmarket motions into full-fledged parts of the program.</p> <p>A successful candidate thrives in a fast-paced environment, brings a well-formed point of view on how a modern sales development function should be structured and scaled, and pairs that with the judgment to understand an existing motion deeply before evolving it. You are fluent in the measures that genuinely predict pipeline your sales teams convert rather than the activity metrics that are easiest to report, and you are comfortable building the reporting and inspection rigor that a global function requires. This role requires an effective influencer who can operate across a distributed and matrixed organization and earn the trust of leaders in other teams who do not report to you.</p> <p>Beyond ultimately being responsible for top-of-funnel performance globally, you will be responsible for building and supporting a strong culture of performance and development. You excel at developing others and leading with empathy but without ego.</p> <p>The ideal candidate has demonstrated excellence in building repeatable pipeline generation motions at scale, leading high performing teams across multiple markets, and a dedication to continuous improvement.</p> <p><strong>You will:</strong></p> <ul> <li><strong>Lead the NA &amp; UK Sales Development Team:</strong> Lead our Sales Development teams across North America and the UK, both directly and through front-line managers. Understand what each region does well and why, then bring the function together around shared standards, a common view of performance, and a consistent bar for quality. Hold the team accountable to delivering on OKRs and contributing to revenue targets, in concert with the broader Sales &amp; Account Management function at Cash App and Afterpay.</li> <li><strong>Own Top-of-Funnel Performance:</strong> Carry accountability for pipeline generation across every region, including targeting strategy, channel mix, and conversion through to opportunities the sales organization accepts and closes. Build the reporting and inspection layer that makes performance legible everywhere we operate.</li> <li><strong>Shape How the Motion Evolves:</strong> Develop and pressure-test a point of view on how Sales Development should be structured for Cash App and Afterpay as we scale, including how inbound and outbound work is organized and where the function's edges sit relative to sales and marketing. Extend the motion further upmarket, defining what needs to change in research, messaging, and coverage as merchant complexity grows.</li> <li><strong>Develop Meaningful Cross-Functional Part