Square Executive and Leadership Team

May, 2026

Leadership Overview

Square has 4 executives leading key functions including operations, marketing, revenue, and strategic operations.

Driven by innovation, Square provides essential payment products and point-of-sale systems, empowering businesses globally with accessible financial tools and technology.

Leadership Roles at Square

  • Chief Operating Officer - Reith Kabois
  • Chief of Staff - Sarah Schramm
  • Chief Marketing Officer - Lindsey Irvine
  • Chief Revenue Officer & Manager - Shweta Chiplunkar
  • Reith Kabois - Chief Operating Officer

    Reith Kabois, the Chief Operating Officer at Square, directs the company's day-to-day operations, ensuring seamless delivery of payment products and point-of-sale systems. Overseeing operational infrastructure and service delivery, Kabois focuses on optimizing efficiency and scalability across all business functions. This critical role involves managing supply chain logistics, customer support operations, and internal process improvements to support Square's rapid growth. By enhancing operational frameworks, Reith Kabois ensures that the company can effectively meet the evolving needs of its diverse customer base. The strategic imperative is to maintain high standards of service and operational excellence, directly contributing to Square's reputation for reliability and innovation in the fintech sector.

    Sarah Schramm - Chief of Staff

    Sarah Schramm, the Chief of Staff at Square, directs strategic initiatives and operational efficiency across the organization. Overseeing cross-functional projects, Schramm ensures alignment with Square's core mission of economic empowerment. This leadership role involves facilitating communication between executive leadership and various departments, driving key decisions, and managing critical organizational processes. By optimizing internal workflows and supporting the executive team's agenda, Sarah Schramm enhances the company's ability to deliver innovative payment products and point-of-sale systems. The focus remains on streamlining operations and fostering a culture of continuous improvement to support Square's market expansion and customer engagement strategies.

    Lindsey Irvine - Chief Marketing Officer

    Lindsey Irvine, the Chief Marketing Officer at Square, architects and executes comprehensive marketing strategies to drive brand awareness and customer acquisition. Overseeing all aspects of marketing, Irvine ensures that Square's value proposition for payment products and point-of-sale systems resonates with target businesses. This leadership position involves managing digital marketing, content creation, public relations, and brand development initiatives. By analyzing market trends and customer insights, Lindsey Irvine guides the company's outreach efforts to expand its market reach and solidify its position as a leader in financial technology. The objective is to foster strong customer relationships and communicate the impact of Square's solutions on business growth and operational efficiency.

    Shweta Chiplunkar - Chief Revenue Officer & Manager

    Shweta Chiplunkar, the Chief Revenue Officer & Manager at Square, drives revenue generation and manages key business relationships to expand market share. Overseeing sales, business development, and revenue operations, Chiplunkar focuses on maximizing the commercial success of Square's payment products and point-of-sale systems. This executive position involves developing and implementing strategies to acquire new customers and deepen relationships with existing ones. By analyzing sales performance and market opportunities, Shweta Chiplunkar ensures that revenue targets are met and exceeded, contributing directly to Square's financial growth and strategic objectives. The emphasis is on cultivating a high-performance sales culture and driving sustainable revenue streams.

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    Frequently Asked Questions Regarding Square Top Executives and Leadership Team

    Who leads Square?
    Square is led by Reith Kabois (Chief Operating Officer), along with executives such as Sarah Schramm (Chief of Staff) and Lindsey Irvine (Chief Marketing Officer).
    Who is part of Square’s executive team?
    The executive team of Square includes leaders such as Reith Kabois (Chief Operating Officer), Sarah Schramm (Chief of Staff), Lindsey Irvine (Chief Marketing Officer) and other senior executives.
    How many executives does Square have?
    Square has 4 executives leading key business areas.
    What roles are included in Square’s leadership team?
    The leadership team of Square includes roles such as Chief Operating Officer, Chief of Staff, Chief Marketing Officer, Chief Revenue Officer & Manager.