Headway Executive and Leadership Team

May, 2026

Leadership Overview

Headway has 9 executives leading key functions including strategy, revenue, technology, and human resources.

Driven by innovation, Headway is dedicated to solving mental healths affordability crisis by executing benefit lookups, claims, and claim status investigations, impacting market access and affordability.

Leadership Roles at Headway

  • Chief Executive Officer - Breno Silv
  • Chief Executive Officer & Founder - Andrew Adams
  • Chief Revenue Officer - Rutger Flohil
  • Chief Technology Officer - Andrew Ocheret
  • Product Chief of Staff - Emily Ryeom
  • Strategy & Operations Chief of Staff - Gabrielle Anselmi
  • Chief Human Resources Officer - Janice Warnke
  • Chief Technology Officer - Andrew Ocheret
  • Chief Medical Officer - Neha Chaudhary
  • Breno Silv - Chief Executive Officer

    Breno Silv, the Chief Executive Officer at Headway, directs the overarching corporate strategy and operational execution. Silv guides the company's mission to dismantle mental health affordability barriers through innovative marketplace solutions. This leadership involves aligning departmental objectives with the core business model of simplifying benefit lookups and claims processing. Silv ensures the company's strategic direction supports scalable growth and sustained market impact. The Chief Executive Officer's focus remains on driving Headway's expansion and solidifying its position as a leader in mental health access. Silv's executive decisions shape the company's trajectory, emphasizing efficiency and client-centric service delivery. The Chief Executive Officer's role is pivotal in navigating the complex healthcare landscape, ensuring Headway effectively addresses critical affordability challenges for its users.

    Andrew Adams - Chief Executive Officer & Founder

    Andrew Adams, the Chief Executive Officer & Founder at Headway, architects the company's foundational vision and long-term strategic roadmap. Adams spearheads initiatives aimed at resolving mental health affordability issues by streamlining benefit lookups, claims management, and claim status investigations. This executive leadership ensures the company's core operations directly address the market's need for accessible mental healthcare solutions. Adams's role involves fostering a culture of innovation and driving the company's expansion across key markets. The Chief Executive Officer & Founder's oversight extends to critical business development and partnership strategies. By championing the company's mission, Andrew Adams ensures Headway consistently delivers value and expands its reach. Adams's strategic guidance is fundamental to the company's ability to navigate industry complexities and achieve its ambitious growth objectives.

    Rutger Flohil - Chief Revenue Officer

    Rutger Flohil, the Chief Revenue Officer at Headway, drives all revenue-generating activities and commercial strategies. Flohil oversees the sales, business development, and account management functions, ensuring alignment with the company's mission to improve mental health affordability. This executive is responsible for expanding market penetration and securing strategic partnerships that enhance benefit lookup and claims processing services. Flohil's leadership focuses on optimizing the revenue funnel and identifying new growth opportunities within the health tech sector. The Chief Revenue Officer's efforts directly contribute to Headway's financial health and operational scaling. By cultivating strong client relationships, Rutger Flohil ensures sustained revenue streams and market leadership. Flohil's strategic approach to revenue generation is critical for Headway's continued expansion and its ability to address the affordability crisis in mental healthcare.

    Andrew Ocheret - Chief Technology Officer

    Andrew Ocheret, the Chief Technology Officer at Headway, directs the company's technological vision and infrastructure development. Ocheret leads the engineering and product teams responsible for building and maintaining the managed marketplace platform that simplifies mental health benefit lookups and claims processing. This executive ensures the technology stack supports Headway's mission to solve affordability issues by providing robust, scalable, and secure solutions. Ocheret's responsibilities include overseeing all aspects of software development, data management, and cybersecurity. The Chief Technology Officer's strategic guidance is crucial for innovating and enhancing the platform's capabilities. By driving technological advancements, Andrew Ocheret ensures Headway remains at the forefront of health tech innovation. Ocheret's expertise is vital for delivering efficient and reliable services that directly impact user access to affordable mental healthcare.

    Emily Ryeom - Product Chief of Staff

    Emily Ryeom, the Product Chief of Staff at Headway, enhances product strategy and execution efficiency. Ryeom collaborates closely with product leadership to refine the platform's features, focusing on simplifying mental health benefit lookups and claims management. This role ensures seamless integration of new functionalities and optimizes the user experience to address affordability challenges. Ryeom supports the product roadmap by facilitating cross-functional communication and driving key initiatives forward. The Product Chief of Staff's contributions are essential for translating strategic goals into tangible product improvements. By streamlining product development processes, Emily Ryeom accelerates the delivery of innovative solutions. Ryeom's focus on operational excellence within the product organization directly supports Headway's mission to make mental healthcare more accessible and affordable.

    Gabrielle Anselmi - Strategy & Operations Chief of Staff

    Gabrielle Anselmi, the Strategy & Operations Chief of Staff at Headway, drives strategic planning and operational effectiveness across the organization. Anselmi supports the executive team in executing Headway's mission to resolve mental health affordability issues by optimizing processes for benefit lookups, claims, and claim status investigations. This role involves analyzing business performance, identifying areas for improvement, and implementing strategic initiatives to enhance efficiency and scalability. Anselmi facilitates cross-departmental collaboration to ensure cohesive execution of company objectives. The Strategy & Operations Chief of Staff's contributions are critical for translating high-level strategy into actionable operational plans. By enhancing operational workflows, Gabrielle Anselmi directly supports Headway's ability to deliver accessible and affordable mental healthcare solutions. Anselmi's analytical rigor ensures the company operates with maximum impact.

    Janice Warnke - Chief Human Resources Officer

    Janice Warnke, the Chief Human Resources Officer at Headway, leads all human capital strategies and organizational development initiatives. Warnke is responsible for cultivating a high-performing work environment that supports Headway's mission to address mental health affordability. This executive oversees talent acquisition, employee relations, compensation, and benefits, ensuring the company attracts and retains top talent. Warnke's leadership focuses on building a robust organizational structure that enables efficient execution of benefit lookups and claims processing. The Chief Human Resources Officer plays a vital role in fostering a culture aligned with Headway's values and strategic objectives. By championing employee well-being and development, Janice Warnke ensures the team is equipped to drive the company's success. Warnke's expertise is fundamental to scaling the organization effectively and supporting its growth.

    Andrew Ocheret - Chief Technology Officer

    Andrew Ocheret, the Chief Technology Officer at Headway, directs the company's technological vision and infrastructure development. Ocheret leads the engineering and product teams responsible for building and maintaining the managed marketplace platform that simplifies mental health benefit lookups and claims processing. This executive ensures the technology stack supports Headway's mission to solve affordability issues by providing robust, scalable, and secure solutions. Ocheret's responsibilities include overseeing all aspects of software development, data management, and cybersecurity. The Chief Technology Officer's strategic guidance is crucial for innovating and enhancing the platform's capabilities. By driving technological advancements, Andrew Ocheret ensures Headway remains at the forefront of health tech innovation. Ocheret's expertise is vital for delivering efficient and reliable services that directly impact user access to affordable mental healthcare.

    Neha Chaudhary - Chief Medical Officer

    Neha Chaudhary, the Chief Medical Officer at Headway, provides clinical leadership and ensures the integration of medical expertise into the company's strategy. Chaudhary guides Headway's approach to mental healthcare services, focusing on improving affordability and access through efficient benefit lookups and claims management. This executive ensures that clinical considerations are paramount in platform development and operational processes. Chaudhary's role involves staying abreast of healthcare regulations and best practices to inform the company's offerings. The Chief Medical Officer's insights are crucial for maintaining the integrity and effectiveness of Headway's services. By bridging clinical knowledge with technological innovation, Neha Chaudhary enhances the value proposition for users seeking mental health support. Chaudhary's leadership ensures Headway delivers medically sound and accessible solutions.
    Neha Chaudhary

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    Frequently Asked Questions Regarding Headway Top Executives and Leadership Team

    Who leads Headway?
    Headway is led by Breno Silv (Chief Executive Officer), along with executives such as Andrew Adams (Chief Executive Officer & Founder) and Rutger Flohil (Chief Revenue Officer).
    Who is part of Headway’s executive team?
    The executive team of Headway includes leaders such as Breno Silv (Chief Executive Officer), Andrew Adams (Chief Executive Officer & Founder), Rutger Flohil (Chief Revenue Officer) and other senior executives.
    How many executives does Headway have?
    Headway has 9 executives leading key business areas.
    What roles are included in Headway’s leadership team?
    The leadership team of Headway includes roles such as Chief Executive Officer, Chief Executive Officer & Founder, Chief Revenue Officer, Chief Technology Officer, Product Chief of Staff.