The Siegfried Group Executive and Leadership Team

July, 2026

Leadership Overview

The Siegfried Group has 10 executives leading key functions including operations, finance, and talent delivery.

Driven by entrepreneurial leadership, The Siegfried Group provides comprehensive accounting resource, leadership advisory, talent delivery, and financial advisory services, impacting market dynamics through strategic financial solutions.

Leadership Roles at The Siegfried Group

  • Vice President and Interim Chief of Staff, Office of Chief Executive Officer - Leigh-Anne Raport
  • Chief of Staff - Jane Tamassia
  • National Markets & Sales Team Chief of Staff - Jillian Braithwaite
  • Chief of Staff - York Metro Region - Jose Parra
  • Region Chief of Staff (North) - Alyssa Spence
  • Finance & National Sales Operations Chief of Staff - Matthew Stegmoyer
  • Chief of Staff - Southeast Region - Lauren Campbell
  • Talent & Operations Chief of Staff - Sean Brown
  • National Employee Enhancement Operations Chief of Staff - Michael DiGiorgio
  • National Markets & Sales Team Chief of Staff - Jill Braithwaite
  • Leigh-Anne Raport - Vice President and Interim Chief of Staff, Office of Chief Executive Officer

    Leigh-Anne Raport, the Vice President and Interim Chief of Staff, Office of Chief Executive Officer at The Siegfried Group, provides critical support and strategic guidance to the CEO. Raport oversees key executive initiatives and ensures alignment across all organizational functions, including financial advisory services and talent delivery. This leadership position involves managing high-priority projects and facilitating executive decision-making. By acting as a liaison between the CEO and various departments, Leigh-Anne Raport enhances operational efficiency and strategic execution. The focus is on driving key business objectives and supporting The Siegfried Group's entrepreneurial leadership model. Raport's role is essential for maintaining momentum on critical company-wide strategies and ensuring seamless operations.

    Jane Tamassia - Chief of Staff

    Jane Tamassia, the Chief of Staff at The Siegfried Group, directs critical internal operations and strategic initiatives. Tamassia ensures seamless execution of company-wide projects, aligning departmental efforts with overarching business objectives. This leadership role involves optimizing resource allocation and streamlining workflows across various functional areas. By fostering cross-departmental collaboration, Jane Tamassia enhances operational efficiency and supports the delivery of accounting resource services. The focus remains on driving internal improvements that directly contribute to the company's entrepreneurial leadership model and its financial advisory services. Tamassia's oversight extends to managing key stakeholder communications and facilitating executive decision-making processes. This ensures that strategic plans are translated into actionable steps, reinforcing The Siegfried Group's commitment to talent delivery and leadership advisory.

    Jillian Braithwaite - National Markets & Sales Team Chief of Staff

    Jillian Braithwaite, the National Markets & Sales Team Chief of Staff at The Siegfried Group, spearheads initiatives within key market segments and sales operations. Braithwaite drives the strategic direction for national sales teams, ensuring alignment with revenue targets and market expansion goals. This involves developing and implementing sales strategies that leverage The Siegfried Group's financial advisory services. Overseeing market penetration efforts, Jillian Braithwaite identifies new opportunities and strengthens existing client relationships. The role demands close collaboration with sales leadership to enhance performance and foster a culture of continuous improvement. By optimizing sales processes and providing critical market intelligence, Braithwaite directly supports the company's growth trajectory. This leadership function is vital for translating market insights into tangible business outcomes and reinforcing The Siegfried Group's position as an entrepreneurial leadership organization.

    Jose Parra - Chief of Staff - York Metro Region

    Jose Parra, the Chief of Staff - York Metro Region at The Siegfried Group, manages regional operational effectiveness and strategic implementation. Parra ensures that the York Metro Region's activities align with the company's broader mission of providing accounting resource services and leadership advisory. This involves overseeing local talent delivery initiatives and supporting financial advisory engagements within the region. By directing regional operations, Jose Parra enhances service delivery and client satisfaction. The role requires close coordination with local teams to identify and address specific market needs. Parra's leadership focuses on optimizing regional performance and fostering an entrepreneurial spirit among local staff. This strategic oversight contributes directly to The Siegfried Group's overall market presence and operational excellence in the York Metro area.

    Alyssa Spence - Region Chief of Staff (North)

    Alyssa Spence, the Region Chief of Staff (North) at The Siegfried Group, directs operational strategies and leadership development within the northern region. Spence ensures the effective execution of the company's financial advisory services and talent delivery programs across northern markets. This leadership position involves optimizing regional performance and fostering an entrepreneurial environment. By overseeing key regional functions, Alyssa Spence supports the seamless delivery of accounting resource services. The role demands a focus on driving efficiency and cultivating strong client relationships throughout the North. Spence's strategic input is crucial for adapting The Siegfried Group's offerings to regional demands, reinforcing its commitment to leadership advisory and overall market impact.

    Matthew Stegmoyer - Finance & National Sales Operations Chief of Staff

    Matthew Stegmoyer, the Finance & National Sales Operations Chief of Staff at The Siegfried Group, oversees critical financial operations and sales support functions. Stegmoyer ensures the strategic alignment of financial planning with national sales objectives, driving revenue growth and operational efficiency. This role involves optimizing sales processes and providing financial insights to support decision-making across the organization. By managing key financial operations, Matthew Stegmoyer enhances the effectiveness of The Siegfried Group's talent delivery and financial advisory services. The focus is on streamlining operations and ensuring fiscal responsibility. Stegmoyer's leadership contributes significantly to the company's ability to deliver comprehensive accounting resource services and maintain its entrepreneurial leadership model.

    Lauren Campbell - Chief of Staff - Southeast Region

    Lauren Campbell, the Chief of Staff - Southeast Region at The Siegfried Group, manages regional operations and strategic initiatives within the Southeast. Campbell ensures the effective deployment of accounting resource services and leadership advisory programs throughout the region. This role involves optimizing regional performance and fostering client engagement. By overseeing key functions, Lauren Campbell supports The Siegfried Group's talent delivery and financial advisory services. The focus is on driving operational excellence and adapting strategies to meet specific Southeast market demands. Campbell's leadership is instrumental in reinforcing the company's commitment to entrepreneurial growth and client success in this vital territory.

    Sean Brown - Talent & Operations Chief of Staff

    Sean Brown, the Talent & Operations Chief of Staff at The Siegfried Group, directs critical talent management and operational execution strategies. Brown ensures the seamless integration of talent acquisition and development with the company's broader operational goals. This leadership role involves optimizing workflows and enhancing employee engagement to support The Siegfried Group's accounting resource services. By overseeing talent initiatives, Sean Brown strengthens the organization's human capital and operational capacity. The focus is on fostering a high-performance culture and ensuring efficient resource allocation. Brown's contributions are vital for driving the company's talent delivery and leadership advisory functions, reinforcing its entrepreneurial ethos.

    Michael DiGiorgio - National Employee Enhancement Operations Chief of Staff

    Michael DiGiorgio, the National Employee Enhancement Operations Chief of Staff at The Siegfried Group, leads initiatives focused on improving employee experience and operational effectiveness nationwide. DiGiorgio ensures that programs designed for employee development and engagement align with The Siegfried Group's core values and strategic objectives. This role involves optimizing operational processes to support talent delivery and foster a positive work environment. By driving employee enhancement programs, Michael DiGiorgio contributes to a culture of continuous improvement and professional growth. The focus is on enhancing productivity and retention, which directly supports the company's accounting resource services and leadership advisory functions. DiGiorgio's leadership is key to building a robust and motivated workforce.

    Jill Braithwaite - National Markets & Sales Team Chief of Staff

    Jill Braithwaite, the National Markets & Sales Team Chief of Staff at The Siegfried Group, directs strategic market engagement and sales team performance across the nation. Braithwaite ensures that sales operations are optimized to meet revenue targets and expand market reach, leveraging The Siegfried Group's financial advisory services. This leadership role involves developing and implementing effective sales strategies and fostering strong client relationships. By overseeing national sales initiatives, Jill Braithwaite enhances the company's market penetration and revenue generation capabilities. The focus is on driving sales excellence and ensuring alignment with overall business objectives. Braithwaite's contributions are vital for strengthening The Siegfried Group's position in key markets and supporting its talent delivery efforts.

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    Frequently Asked Questions Regarding The Siegfried Group Top Executives and Leadership Team

    Who leads The Siegfried Group?
    The Siegfried Group is led by Leigh-Anne Raport (Vice President and Interim Chief of Staff, Office of Chief Executive Officer), along with executives such as Jane Tamassia (Chief of Staff) and Jillian Braithwaite (National Markets & Sales Team Chief of Staff).
    Who is part of The Siegfried Group’s executive team?
    The executive team of The Siegfried Group includes leaders such as Leigh-Anne Raport (Vice President and Interim Chief of Staff, Office of Chief Executive Officer), Jane Tamassia (Chief of Staff), Jillian Braithwaite (National Markets & Sales Team Chief of Staff) and other senior executives.
    How many executives does The Siegfried Group have?
    The Siegfried Group has 10 executives leading key business areas.
    What roles are included in The Siegfried Group’s leadership team?
    The leadership team of The Siegfried Group includes roles such as Vice President and Interim Chief of Staff, Office of Chief Executive Officer, Chief of Staff, National Markets & Sales Team Chief of Staff, Chief of Staff - York Metro Region, Region Chief of Staff (North).