Remote Regional Field Sales Director – Build & Scale Growth

Block, Inc.; Chicago (IL); Hybrid; USD 150,000 - 190,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Modern family planning

Job summary

Block, Inc. is seeking a driven, enterprise-focused sales leader to scale the Central Field Sales organization across the Midwest. You will set strategy, coach Sales Managers and Territory Account Executives, and build a durable growth engine that thrives on competition and performance.

As a product expert, you will align cross-functional teams to drive repeatable, data-backed revenue growth while representing Block, Inc. in key Central markets.

Qualifications

• 10+ years of sales experience in a high-growth SaaS/fintech/payments environment.
• 5+ years leading regional or field sales teams.
• Proven success driving overperformance and exceeding revenue goals.
• Strong product acumen and ability to position complex solutions.

Responsibilities

• Scale the Central Field Sales organization with refined territory models.
• Coach and co-sell with Sales Managers and Territory Account Executives.
• Drive data-driven growth by managing pipeline health and productivity.
• Collaborate with Marketing, Sales Ops, Partnerships, and Product.

Skills

10+ years sales experience

5+ years leading regional sales teams

Proven overperformance track record

High-performance team building

Strong product acumen

Builder mindset

Operational forecasting and KPI

Executive presence and communication

Job description

Block, Inc. is seeking a driven, enterprise-focused sales leader to scale the Central Field Sales organization across the Midwest. You will set strategy, coach Sales Managers and Territory Account Executives, and build a durable growth engine that thrives on competition and performance.

As a product expert, you will align cross-functional teams to drive repeatable, data-backed revenue growth while representing Block, Inc. in key Central markets.