Head of Mid-Market Sales (Fintech)

Location: Remote Bay Area, California, United States

Salary: $319,000–$478,600 annually, depending on location, skills, experience, qualifications, and market conditions.

Company

hirify.global builds technology and financial products through brands including Cash App, Afterpay, Square, TIDAL, Bitkey, and Proto.

What you will do

• Lead the North American Mid-Market Sales team and manage seasoned Mid-Market Account Executives.
• Coach the team through sophisticated negotiations, revenue execution, and delivery against OKRs and targets.
• Build cross-functional partnerships with Marketing, Finance, Product, Risk, Legal, Account Management, and other teams.
• Develop merchant relationships and represent Cash App and Afterpay to senior leaders at high-growth and established brands.
• Create sales narratives, deal strategies, portfolio insights, and go-to-market improvements for Pay Now and Pay Later products.
• Aggregate merchant feedback and advocate for client needs across the organization.

Requirements

• 12+ years of experience leading Mid-Market Sales or Mid-Market Account Management organizations in high-growth environments.
• Experience in a fast-moving technology or financial services company and with large-scale established clients.
• Proven success leading teams that drive revenue growth and exceed targets.
• Strong leadership, talent development, executive presence, negotiation, analytical, and cross-functional influence skills.
• Comfort working with product development, technical and product stakeholders, analytics, and performance-management tools; payments experience is preferred.
• Willingness to travel.

Culture & Benefits

• Remote work with benefits designed to support career and personal well-being.
• Medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.
• Work in a performance-focused environment emphasizing empathy, continuous improvement, ownership, and development.
• AI tools may be used to evaluate applications in accordance with local regulations and privacy laws.

Hiring process

• Applicants may submit up to nine active applications within a 60-day period.
• Reapplications to the same role are accepted 90 days after a previous application has been reviewed.