Director of Field Sales, Central Region
About the role
Square is seeking a dynamic sales leader to scale its Field Sales organization in the Central Region. This role requires a proven track record of driving performance, building high-performing teams, and executing with speed and precision.
Responsibilities
- Scale the Central Field Sales organization by refining territory models, optimizing go-to-market plans, and instilling operational rigor.
- Drive to win by fostering a culture grounded in performance, accountability, and competitiveness, where teams are motivated to exceed targets and celebrate excellence.
- Lead from the front by spending meaningful time in the field, co-selling, coaching, and demonstrating product fluency through action.
- Be a product expert by mastering Square's ecosystem end-to-end and ensuring your teams sell consultatively, connecting product capabilities to seller outcomes.
- Execute with speed and precision by driving predictable, data-backed growth through pipeline health, conversion rates, and sales productivity.
- Think like a builder by continuously improving systems, tools, and playbooks to help the team sell smarter and scale faster.
- Collaborate to amplify impact by partnering with Marketing, Sales Ops, Partnerships, and Product to align regional execution with national strategy and feedback loops.
- Inspire and develop talent by attracting, retaining, and growing high-performing sales professionals who are hungry to win and advance their careers.
- Represent Square locally by serving as the face of Square's brand and mission across key Central markets, connecting with business leaders, partners, and communities.
Requirements
- 10+ years of sales experience, including 5+ years leading regional or field sales teams in a high-growth SaaS, fintech, or payments environment.
- Proven success driving overperformance, with a track record of exceeding regional revenue and productivity goals.
- Proven track record of building high-performance teams and creating cultures grounded in coaching, accountability, and excellence.
- Strong product acumen, with the ability to position complex solutions across multiple product lines and use data to guide decisions.
- A builder mindset—move fast, stay resourceful, and operationalize what works at scale.
- Deep operational expertise in forecasting, pipeline management, and KPI tracking.
- Excellent communication and executive presence, with the ability to influence across all levels of the organization.
Qualifications
- Master's degree in Business Administration, Finance, Economics, or related field.
- Experience in a similar role or industry.
- Ability to travel up to 70%.
Skills
- Exceptional sales and leadership skills.
- Strong understanding of the payments and/or fintech industry.
- Ability to build and maintain strong relationships with clients and partners.
- Strong analytical and problem-solving skills.
- Effective communication and presentation skills.
Benefits
Block offers a comprehensive benefits package, including:
- Remote work options
- Medical insurance
- Flexible time off
- Retailer savings plans
- Modern family planning
Pay
Pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. To find a location's zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.
Schedule
Full-time position.