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Field-driven full-cycle territory sales role building pipeline via in-person outreach, demos, and partnerships. Drive 50–60 visits/week, manage Salesforce pipeline, exceed quota, and onboard merchants to Squares payments and software ecosystem.

The Director of Field Sales will lead the Central Region's sales efforts by scaling the Field Sales organization, driving team performance, and ensuring a strong understanding of Square's solutions. Responsibilities include creating strategies for growth, co-selling in the field, and collaborating with various departments to align regional and national goals.

Lead and scale the Field Sales organization across the Central Region, focusing on small to midsize businesses while fostering a competitive culture and driving growth.

Lead GTM strategy and operations for Global Account Management to improve retention, reduce churn, and drive expansion. Build coverage models, book construction, KPIs, dashboards, and operational cadence. Automate workflows and AI-driven experiments across CRM and GTM tools. Partner cross-functionally with Data Science, Product, Engineering, Finance, and AM to translate strategy into scalable programs, technical requirements, and measurable impact.

Lead vision-heavy product design for Square Point of Sale: craft visual and interaction designs, build prototypes, collaborate with product and engineering, integrate AI-driven experiences, and drive projects from concept through shipped product while raising design standards and systems thinking.

Lead and build Square's global commercial operating system, owning Deal Desk, pricing operations, strategic deal support, and commercial governance. Drive pricing execution, approval workflows, AI-enabled automation, reporting, and cross-functional alignment to increase deal velocity, consistency, and profitability while managing a global team.

As a Business Development Rep Associate, you will engage potential sellers through outbounding, promoting Square's value, and managing a sales pipeline to facilitate business growth. You will work closely with the Sales team, attain quotas, and have opportunities for career advancement.

The Business Development Rep Associate role focuses on building the Sales Development organization by generating and qualifying sales leads, promoting Square's value to prospective sellers, and documenting opportunities for the Account Executive team.

The Business Development Rep Associate will drive sales efforts by reaching out to prospective sellers, promoting Square's value, and managing a diverse business pipeline. Success will lead to growth opportunities within the sales organization. Candidates need to possess excellent sales instincts and a desire to grow in a sales career.

The Business Development Rep Associate at Square manages a pipeline of businesses, conducts outreach through calls and emails, promotes urgency using a solutions-based approach, and aims to exceed sales quotas while developing sales skills through mentorship.