Headway Executive and Leadership Team

October, 2026

Leadership Overview

Headway has 7 executives leading key functions including strategy, operational scaling, human resources, and product development.

Focused on resolving the mental health affordability crisis, Headway delivers a managed marketplace that simplifies benefit lookups, insurance claims, and status investigations to improve patient access.

Leadership Roles at Headway

  • Chief Executive Officer - Yulia Ivanova
  • Chief Executive Officer & Founder - Andrew Adams
  • Chief Operating Officer - Rob Sadow
  • Chief of Staff - Tiffany Song
  • Strategy & Operations Chief of Staff - Gabby Bonacci
  • Chief Human Resources Officer - Janice Warnke
  • Product Chief of Staff - Emily Ryeom
  • Yulia Ivanova - Chief Executive Officer

    Yulia Ivanova, the Chief Executive Officer at Headway, directs the overarching corporate strategy to expand mental health accessibility across the United States. The Chief Executive Officer manages high-level partnerships with insurance providers to streamline the complex claims process. By prioritizing the integration of benefit lookup tools, Ivanova ensures that providers and patients navigate the healthcare system with unprecedented efficiency. This leadership role involves constant collaboration with the board to secure capital for platform scaling and market penetration. Yulia Ivanova drives the organizational vision, focusing on reducing administrative friction for mental health practitioners. Through rigorous oversight of the marketplace infrastructure, the Chief Executive Officer maintains the company's competitive edge in the health software sector. Ivanova consistently evaluates market trends to refine the platform's value proposition, ensuring that the business model remains robust while addressing the critical affordability crisis currently impacting the national healthcare landscape.

    Andrew Adams - Chief Executive Officer & Founder

    Andrew Adams, the Chief Executive Officer & Founder at Headway, architects the foundational mission to democratize mental healthcare through innovative software solutions. The Chief Executive Officer & Founder oversees the long-term product roadmap, ensuring that the marketplace effectively bridges the gap between insurance coverage and clinical care. By championing the development of automated claim status investigation tools, Adams removes barriers for providers seeking reimbursement. This executive role requires deep engagement with regulatory bodies to maintain compliance while pushing for industry-wide transparency. Andrew Adams drives the company culture, fostering an environment centered on patient-first outcomes and technological excellence. Through strategic resource allocation, the Chief Executive Officer & Founder supports the expansion of the provider network across diverse regional markets. Adams maintains a focus on sustainable growth, ensuring that the platform remains a reliable resource for practitioners navigating the complexities of modern insurance billing and benefit verification.

    Rob Sadow - Chief Operating Officer

    Rob Sadow, the Chief Operating Officer at Headway, manages the daily execution of the company's marketplace operations and service delivery. The Chief Operating Officer oversees the scaling of claim status investigation systems to handle increasing transaction volumes across the national network. By refining the operational workflows for benefit lookups, Sadow ensures that providers experience minimal friction when verifying patient coverage. This leadership role involves managing the logistics of provider onboarding and support to maintain high service standards. Rob Sadow drives the implementation of scalable infrastructure, allowing the business to expand its footprint without compromising quality. The Chief Operating Officer collaborates with the product team to integrate feedback from the field into the platform's operational design. Through rigorous data analysis, Sadow optimizes the efficiency of the claims lifecycle, directly contributing to the company's goal of making mental healthcare more affordable and accessible for all patients.
    Rob Sadow

    Tiffany Song - Chief of Staff

    Tiffany Song, the Chief of Staff at Headway, coordinates cross-functional initiatives to ensure operational alignment with the company's core mission. The Chief of Staff manages the executive office workflow, facilitating communication between leadership teams to accelerate decision-making processes. By optimizing internal project management frameworks, Song enables the organization to execute complex benefit lookup integrations with greater speed. This role involves monitoring key performance indicators to track the effectiveness of marketplace operations. Tiffany Song drives organizational efficiency by identifying bottlenecks in claim processing and implementing corrective measures. The Chief of Staff works closely with department heads to translate high-level strategic goals into actionable tasks. Through meticulous planning and resource management, Song supports the executive team in maintaining focus on the primary objective of reducing mental health costs. Song ensures that all internal communications remain consistent with the broader corporate strategy, ultimately strengthening the company's operational foundation.

    Gabby Bonacci - Strategy & Operations Chief of Staff

    Gabby Bonacci, the Strategy & Operations Chief of Staff at Headway, analyzes market data to inform the company's long-term growth trajectory. The Strategy & Operations Chief of Staff develops frameworks for evaluating the success of new insurance partnerships and service offerings. By conducting deep-dive investigations into claim status trends, Bonacci provides actionable insights that guide the executive team's strategic pivots. This role involves aligning operational resources with the company's broader financial objectives to ensure sustainable expansion. Gabby Bonacci drives the development of internal processes that support the rapid scaling of the marketplace. The Strategy & Operations Chief of Staff works across departments to ensure that operational initiatives remain consistent with the company's mission to solve the affordability crisis. Through continuous monitoring of the competitive landscape, Bonacci helps the organization anticipate market shifts and adjust strategies accordingly, ensuring that the platform remains a leader in the health software space.

    Janice Warnke - Chief Human Resources Officer

    Janice Warnke, the Chief Human Resources Officer at Headway, directs the talent acquisition and organizational development strategies necessary to support a rapidly growing workforce. The Chief Human Resources Officer designs programs that foster a culture of innovation, ensuring that the team remains focused on solving complex healthcare challenges. By implementing performance management systems, Warnke aligns individual contributions with the company's mission of improving mental health affordability. This leadership role involves overseeing employee engagement initiatives to retain top talent in the competitive health software industry. Janice Warnke drives the development of leadership training programs that prepare the organization for future scaling requirements. The Chief Human Resources Officer collaborates with other executives to ensure that the company's values are reflected in every aspect of the employee experience. Through strategic workforce planning, Warnke ensures that the organization possesses the necessary expertise to maintain its technological edge and operational excellence.

    Emily Ryeom - Product Chief of Staff

    Emily Ryeom, the Product Chief of Staff at Headway, coordinates the development and deployment of new features within the mental health marketplace. The Product Chief of Staff manages the communication flow between engineering, design, and product teams to ensure the timely delivery of benefit lookup and claims tools. By streamlining the product development lifecycle, Ryeom enables the organization to respond quickly to user feedback and market demands. This role involves prioritizing product initiatives that directly impact the affordability and accessibility of mental healthcare services. Emily Ryeom drives the alignment of product roadmaps with the company's overarching strategic goals. The Product Chief of Staff works closely with the product leadership to ensure that all new software releases meet the highest standards of quality and usability. Through effective project management and cross-functional collaboration, Ryeom ensures that the platform continues to evolve, providing essential value to both providers and patients.

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    Frequently Asked Questions Regarding Headway Top Executives and Leadership Team

    Who leads Headway?
    Headway is led by Yulia Ivanova (Chief Executive Officer), along with executives such as Andrew Adams (Chief Executive Officer & Founder) and Rob Sadow (Chief Operating Officer).
    Who is part of Headway’s executive team?
    The executive team of Headway includes leaders such as Yulia Ivanova (Chief Executive Officer), Andrew Adams (Chief Executive Officer & Founder), Rob Sadow (Chief Operating Officer) and other senior executives.
    How many executives does Headway have?
    Headway has 7 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 Operating Officer, Chief of Staff, Strategy & Operations Chief of Staff.