Clear Street Executive and Leadership Team

May, 2026

Leadership Overview

Clear Street has 10 executives leading key functions including strategy, marketing, operations, finance, human resources, revenue, legal, and people performance.

Driven by innovation, Clear Street is dedicated to building superior financial infrastructure, empowering market participants with a flexible, scalable, and secure cloud-based prime brokerage platform to enhance trading capabilities across U.S. equities and options.

Leadership Roles at Clear Street

  • Chief Executive Officer, Active &חיזוק Division - Sean Hendelman
  • Chief Financial Officer - Steven Bisgay
  • Chief Operating Officer - Jonathan Daplyn
  • Human Resources Chief Operating Officer - Emily Koch
  • Chief Operating Officer, Digital - Brian Stern
  • Chief Marketing Officer - Ashley DeSimone
  • Chief Human Resources Officer - Michael Buchenberger
  • Chief Revenue Officer, Digital - David Martin
  • Chief Legal Officer - Kenneth Sicklick
  • Chief People & Performance Officer - Michael Stover
  • Sean Hendelman - Chief Executive Officer, Active &חיזוק Division

    Sean Hendelman, the Chief Executive Officer, Active & Professional Division at Clear Street, directs the strategic vision and operational execution for the active and professional trading segments. Hendelman architects the growth initiatives that expand Clear Street's market presence, ensuring the proprietary, cloud-based prime brokerage platform meets the dynamic needs of institutions, professional traders, and brokerages. This leadership role involves optimizing the delivery of services for U.S. equities and options trading, leveraging native cloud infrastructure for enhanced flexibility, scalability, security, and reliability. By fostering innovation within the Active & Professional Division, Sean Hendelman drives the development of new features and functionalities that solidify Clear Street's position as a leading financial technology provider. Hendelman's oversight ensures seamless integration of trading tools and robust support systems, directly contributing to client success and the company's overall market impact.
    Sean Hendelman

    Steven Bisgay - Chief Financial Officer

    Steven Bisgay, the Chief Financial Officer at Clear Street, directs the company's financial strategy, planning, and management, ensuring fiscal health and sustainable growth. Bisgay oversees all financial operations, including budgeting, forecasting, accounting, and capital allocation, supporting Clear Street's mission to build better infrastructure for capital markets. This role is pivotal in managing the financial aspects of the proprietary, cloud-based prime brokerage platform, ensuring its economic viability and scalability for institutions, professional traders, and brokerages. Steven Bisgay's expertise guides investment decisions, risk management, and financial reporting, aligning fiscal objectives with the company's long-term vision for expanding services across geographies and asset classes. The Chief Financial Officer's strategic financial stewardship is essential for Clear Street's continued innovation and market penetration, underpinning the reliability and security of its offerings.
    Steven Bisgay

    Jonathan Daplyn - Chief Operating Officer

    Jonathan Daplyn, the Chief Operating Officer at Clear Street, manages the day-to-day operational efficiency and scalability of the firm's core infrastructure and service delivery. Daplyn oversees the critical functions that support Clear Street's proprietary, cloud-based prime brokerage platform, ensuring its seamless operation for institutions, professional traders, and brokerages engaging in U.S. equities and options trading. This leadership position involves optimizing workflows, enhancing system reliability, and implementing best practices in operational management to support the company's rapid growth. Jonathan Daplyn's responsibilities extend to ensuring the platform's native cloud infrastructure remains flexible, secure, and highly performant. By driving operational excellence, Daplyn directly contributes to the client experience and the company's ability to deliver on its promise of superior capital markets infrastructure. The Chief Operating Officer's focus on robust operational frameworks is fundamental to Clear Street's market expansion.
    Jonathan Daplyn

    Emily Koch - Human Resources Chief Operating Officer

    Emily Koch, the Human Resources Chief Operating Officer at Clear Street, leads the strategic direction and operational execution of human resources functions, ensuring alignment with the company's growth objectives. Koch oversees the development and implementation of HR policies, talent acquisition, employee relations, and performance management systems that support Clear Street's innovative culture. This role is critical in building and maintaining a high-performing team capable of advancing the firm's mission in financial technology. Emily Koch's operational oversight ensures that HR processes are efficient, scalable, and supportive of the company's proprietary, cloud-based prime brokerage platform. By fostering a robust talent pipeline and promoting employee development, Koch directly contributes to the company's ability to deliver superior infrastructure to institutions, professional traders, and brokerages. The Human Resources Chief Operating Officer's focus on people operations is integral to Clear Street's success.

    Brian Stern - Chief Operating Officer, Digital

    Brian Stern, the Chief Operating Officer, Digital at Clear Street, directs the operational framework and service delivery for the company's digital initiatives, ensuring seamless client experiences. Stern oversees the execution of strategies that enhance the performance and scalability of Clear Street's cloud-based prime brokerage platform within digital environments. This leadership position is crucial for optimizing the user journey and operational efficiency for institutions, professional traders, and brokerages engaging through digital channels. Brian Stern's focus on operational excellence ensures the platform's native cloud infrastructure remains robust, secure, and reliable, supporting high-volume U.S. equities and options trading. By driving operational improvements in the digital space, Stern directly supports Clear Street's mission to provide accessible and superior capital markets infrastructure, reinforcing its market position.

    Ashley DeSimone - Chief Marketing Officer

    Ashley DeSimone, the Chief Marketing Officer at Clear Street, spearheads all marketing strategies and brand initiatives, amplifying the company's value proposition to target audiences. DeSimone crafts and executes campaigns that highlight Clear Street's innovative, cloud-based prime brokerage platform, emphasizing its capabilities for institutions, professional traders, and brokerages in U.S. equities and options trading. This role involves translating the company's technological advancements and market impact into compelling narratives that resonate with financial professionals. Ashley DeSimone oversees market research, digital marketing, content creation, and public relations, ensuring consistent brand messaging across all channels. By driving demand generation and enhancing market awareness, DeSimone directly supports the expansion of Clear Street's client base and strengthens its competitive positioning within the financial technology sector. The Chief Marketing Officer's efforts are crucial for communicating the platform's scalability, security, and reliability.
    Ashley DeSimone

    Michael Buchenberger - Chief Human Resources Officer

    Michael Buchenberger, the Chief Human Resources Officer at Clear Street, directs the comprehensive human capital strategy, focusing on talent development, organizational design, and fostering a dynamic workplace culture. Buchenberger oversees the recruitment, retention, and engagement initiatives that empower Clear Street's team to build and enhance its cutting-edge financial technology infrastructure. This leadership role is instrumental in aligning HR practices with the company's ambitious goals for its proprietary, cloud-based prime brokerage platform, serving institutions, professional traders, and brokerages. Michael Buchenberger's strategic approach to human resources ensures that Clear Street attracts and cultivates top talent, driving innovation and operational excellence. By championing employee growth and well-being, Buchenberger directly supports the company's mission to provide scalable, secure, and reliable services in capital markets.
    Michael Buchenberger

    David Martin - Chief Revenue Officer, Digital

    David Martin, the Chief Revenue Officer, Digital at Clear Street, drives revenue generation and commercial strategy for the company's digital offerings, expanding market reach and client acquisition. Martin oversees the sales and business development efforts focused on digital channels, ensuring Clear Street's proprietary, cloud-based prime brokerage platform effectively serves a growing digital client base. This role involves identifying new revenue streams and optimizing sales processes to maximize market penetration for U.S. equities and options trading. David Martin's leadership focuses on building strong client relationships and delivering exceptional value, directly contributing to Clear Street's financial growth and market expansion. The Chief Revenue Officer, Digital's strategic initiatives are key to capitalizing on opportunities within the evolving financial technology landscape, reinforcing the platform's scalability and reliability.
    Kenneth Sicklick, the Chief Legal Officer at Clear Street, provides strategic legal counsel and oversees all legal affairs, ensuring compliance and mitigating risk across the organization. Sicklick guides the company through complex regulatory landscapes, safeguarding Clear Street's operations and its proprietary, cloud-based prime brokerage platform. This role is essential for maintaining the integrity and security of services offered to institutions, professional traders, and brokerages in U.S. equities and options trading. Kenneth Sicklick's expertise ensures that all business activities adhere to relevant laws and industry standards, supporting the company's mission to build better financial infrastructure. By managing legal frameworks and advising on corporate governance, Sicklick plays a vital role in Clear Street's sustainable growth and its commitment to reliability and security.
    Kenneth Sicklick

    Michael Stover - Chief People & Performance Officer

    Michael Stover, the Chief People & Performance Officer at Clear Street, leads the strategic integration of human capital management and performance optimization to drive organizational success. Stover oversees initiatives that enhance employee engagement, develop talent, and align performance metrics with Clear Street's overarching business objectives. This role is critical in cultivating a culture that supports innovation and excellence within the company's financial technology endeavors, particularly concerning its cloud-based prime brokerage platform. Michael Stover's focus on people and performance ensures that Clear Street attracts, retains, and develops a skilled workforce capable of delivering superior services to institutions, professional traders, and brokerages. By championing performance-driven strategies, Stover directly contributes to the company's ability to scale its operations, maintain security, and achieve its mission in capital markets.
    Michael Stover

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    Frequently Asked Questions Regarding Clear Street Top Executives and Leadership Team

    Who leads Clear Street?
    Clear Street is led by Sean Hendelman (Chief Executive Officer, Active &חיזוק Division), along with executives such as Steven Bisgay (Chief Financial Officer) and Jonathan Daplyn (Chief Operating Officer).
    Who is part of Clear Street’s executive team?
    The executive team of Clear Street includes leaders such as Sean Hendelman (Chief Executive Officer, Active &חיזוק Division), Steven Bisgay (Chief Financial Officer), Jonathan Daplyn (Chief Operating Officer) and other senior executives.
    How many executives does Clear Street have?
    Clear Street has 10 executives leading key business areas.
    What roles are included in Clear Street’s leadership team?
    The leadership team of Clear Street includes roles such as Chief Executive Officer, Active &חיזוק Division, Chief Financial Officer, Chief Operating Officer, Human Resources Chief Operating Officer, Chief Operating Officer, Digital.