Mid-Market Sales Lead
Listed on 2026-07-26
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Sales
Business Development, Client Relationship Manager, Account Manager
The North American Mid-Market Sales team at Cash App is responsible for driving revenue to our core consumer payments businesses at Cash App and Afterpay, giving our Merchant partners access to the largest and most engaged network of next generation consumers.
We are looking for a high-energy, dynamic, and thoughtful Head of Mid-Market Sales toforge and expand relationships with fast-growing and established brands and unlock new revenue opportunities across our portfolio of Pay Now and Pay Later products. You will be on the front lines of a fast-growing payments business, partnering with executive leadership and senior stakeholders at high-growth and established mid-market companies.
You will be responsible for sophisticated deal negotiation and execution with leaders in commerce while winning business at scale
A successful candidate thrives in a challenging, fast-paced environment, has a passion for developing and expanding client relationships, and exhibits a strong sense of ownership to win new business for Cash App and Afterpay. You will have a demonstrated ability to navigate ambiguity; think strategically and operationally about business, marketing and technical challenges; and lead cross-functional work streams to launch product and commercial initiatives.
This role requires a strategic problem solver who is a relentless negotiator, effective influencer, and skilled at balancing high-touch relationship building with a scalable, process-driven sales motion.
Beyond ultimately being responsible for revenue outcomes across our Mid-Market merchant pipeline – which comprises high-growth and established consumer brands in North America across retail, fashion, beauty, travel, QSR, home and more – you will be responsible for building and supporting a strong culture of performance. You excel at developing others and leading with empathy but without ego.
The ideal candidate has demonstrated excellence in complex commercial negotiations at scale, leading and managing high performing teams and a dedication to continuous improvement.
You will:- Oversee the North American Mid-Market Sales Team: Lead a team of seasoned Mid-Market Account Executives. Coach the team to navigate sophisticated deal negotiations while winning business port deal negotiations through internal and external advocacy, particularly by clearing blockers to revenue. Craft a segment-wide strategy and hold the team accountable to delivering on OKRs and executing against revenue targets, in concert with the broader Sales & Account Management function at Cash App and Afterpay.
- Develop Meaningful Cross-Functional Partnerships: Work closely with cross-functional teams to better support your team in generating revenue, including Marketing, Finance, Product, Risk, Legal, Account Management and more. You can influence without authority across teams and build the internal relationships required to navigate a distributed and matrixed set of stakeholders.
- Build an A-Team: You will inherit a team of strong performers with relevant experience. Further develop their skills, knowledge, efficacy and an overall team culture focused on performance and betterment.
- Be the Voice of Cash App and Afterpay: Represent the business to leading Mid-Market Merchants as a thought-leader in the payments landscape and demonstrate Cash App and Afterpay’s value as a growth driver for our commerce partners. Develop and grow Block’s relationships with merchant partners, including their leadership teams.
- Craft Deal Strategy
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Develop and pitch powerful sales narratives that educate prospective merchants of Cash App and Afterpay’s value proposition. Effectively communicate with senior decision makers at high-growth and established brands across North America. Leverage insights, data and market intel to continuously improve our go-to-market strategy. - Drive Portfolio Strategy:Leverage insights across your team’s portfolio to centralize & socialize the very best sales and growth narratives that resonate with Mid-Market Merchants and inform our B2B marketing and sales strategy.
- Be the Voice of the Merchant:Represent market feedback and sentiment internally, advocating for your…
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