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From the employer's careers site First seen 26 Oct 2026

Head of Mid-Market Sales

Block, Inc. Bay Area, CA executive full-time

Salary

$319,000 - $478,600 per year

Apply on Block, Inc.

Description

The Head of Mid-Market Sales role at Cash App, a part of Block, Inc., involves driving revenue for core consumer payments businesses. You will lead a team of seasoned Mid-Market Account Executives, forge relationships with fast-growing and established brands, and unlock new revenue opportunities.

Responsibilities:

  • Oversee the North American Mid-Market Sales Team, leading a team of experienced account executives, coaching them on sophisticated deal negotiations, and winning business at scale.
  • Develop Meaningful Cross-Functional Partnerships, working closely with teams like Marketing, Finance, and Product to generate revenue.
  • Build an A-Team, further developing the skills and knowledge of the existing team.
  • Be the Voice of Cash App and Afterpay, representing the business to leading Mid-Market Merchants and demonstrating the value of Cash App and Afterpay as a growth driver.
  • Craft Deal Strategy, developing and pitching sales narratives that educate prospective merchants on Cash App and Afterpay’s value proposition.
  • Drive Portfolio Strategy, leveraging insights across the team’s portfolio to centralize and socialize effective sales and growth narratives.
  • Be the Voice of the Merchant, representing market feedback and sentiment internally.

Requirements:

  • 12+ years of experience in high-growth environments leading Mid-Market Sales or Account Management organizations, preferably in a fast-moving technology or financial services company.
  • Proven experience navigating and operating effectively within matrixed global organizations.
  • Demonstrated track record of leading teams that consistently drive revenue growth and exceed their revenue targets.
  • Excellent leadership skills with the ability to develop talent, motivate high-performing teams, and build strong cross-functional relationships.
  • High familiarity and comfort with product development, preferably in payments.
  • Strong executive presence, with the demonstrated ability to influence and earn trust with senior leaders.
  • Operational and strategic mindset, able to implement robust processes and lead teams through complex relationships.
  • Comfort working with analytics and tools that support business performance measurement and management.
  • Creative storytelling abilities, able to seek out relevant data and build business cases.
  • Scrappy and humble mindset, comfortable toggling between team lead and hands-on work.
  • Willingness to travel.

Pay Transparency: The salary range for this position is $319,000 - $478,600, depending on location and market conditions.

Skills

Ready to apply?

You apply with the employer directly. Their original posting is here: https://job-boards.greenhouse.io/block/jobs/5358204008

Apply on Block, Inc.