Head of Sales Development, North America & UK - Cash App & Afterpay
Required skills
- Sales Development
- pipeline generation
- revenue targets
- closed-won opportunities
- global function
- North America
- United Kingdom
- SMB
- upmarket motions
- reporting
Nice to have
- mid-market
- enterprise pursuit
- scrappy
- builder's mindset
- tooling
- AI
Role summary
Cash App is seeking a Head of Sales Development for North America & UK to unify and scale its sales development program across Afterpay and Cash App Pay. This new role will lead existing teams in the US and UK, establishing shared standards, performance views, and fostering cross-team learning. The ideal candidate will have a strong point of view on modern sales development, operational rigor, and a data-driven approach to pipeline generation, focusing on revenue impact over activity metrics. Responsibilities include owning top-of-funnel performance, shaping the evolution of sales development motions (including upmarket expansion), building cross-functional partnerships, developing talent, and leveraging AI and automation. The role requires significant experience in sales development leadership, managing global teams, and influencing stakeholders in a matrixed organization.
Job Description
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.
We are looking for an experienced, operationally rigorous, and highly collaborative Head of Sales Development to unify and grow this program in North America & 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.
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.
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.
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.
You will:
Must have:
Strong plus:
Pay Transparency:
Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. To find a location's zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.
Application Guidelines
Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.
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Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.
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