Head of Mid-Market Sales

This is a fully remote position, open to applicants in California.

📋 Description

• Oversee the North American Mid-Market Sales Team along with experienced Mid-Market Account Executives.

• Guide the team through complex deal negotiations and secure business at scale.

• Facilitate deal negotiations by addressing both internal and external obstacles to revenue generation.

• Create a segment-wide strategy and ensure the team meets OKRs and revenue goals.

• Collaborate with Marketing, Finance, Product, Risk, Legal, Account Management, and other cross-functional teams.

• Enhance team skills, performance, and culture.

• Act as a representative for Cash App and Afterpay to prominent Mid-Market Merchants, showcasing their value as growth drivers.

• Build and strengthen relationships with merchant partners and their leadership teams.

• Develop and deliver sales narratives while communicating effectively with senior decision-makers.

• Leverage insights, data, and market intelligence to refine go-to-market strategies.

• Centralize and disseminate effective sales and growth narratives to guide B2B marketing and sales strategies.

• Convey merchant feedback internally and advocate for client needs.

• Take ownership of revenue outcomes throughout the North American Mid-Market merchant pipeline.

⛳️ Requirements

• Minimum of 12 years of experience in high-growth settings, leading Mid-Market Sales or Mid-Market Account Management teams.

• Ideally, experience within a rapidly evolving technology or financial services organization.

• Background in working with large, established clients.

• Demonstrated ability to navigate and function effectively within matrixed global organizations.

• Proven record of managing teams that consistently achieve revenue growth and surpass revenue goals.

• Exceptional leadership and talent development capabilities.

• Proficiency in cultivating strong cross-functional relationships.

• Familiarity with product development, preferably in the payments sector.

• Established credibility with technical, marketing, product, and engineering stakeholders.

• Strong executive presence with the ability to influence and gain trust from senior leaders, including C-suite executives.

• Strategic and operational mindset.

• Comfortable working with analytics and tools that support business performance measurement and management.

• Creative storytelling skills and capability to build data-informed business cases.

• Resourceful and humble attitude; readiness to engage hands-on.

• Willingness to travel as required.

🏝️ Benefits

• Remote work options available.

• Medical insurance coverage.

• Flexible time-off policies.

• Retirement savings plans offered.

• Modern family planning services.

• Additional benefits provided through Block.