Ryan Executive and Leadership Team

July, 2026

Leadership Overview

Ryan has 10 executives leading key functions including strategy, finance, operations, and tax.

Driven by a commitment to client success, Ryan delivers comprehensive tax solutions across federal, state, local, and international jurisdictions, solidifying its market leadership.

Leadership Roles at Ryan

  • Chief Executive Officer - Edward D'Alessandro
  • CEO-Ryan-keys.com - Ryan Jacob
  • Chief Executive Officer, Marketing - Vicki Joy
  • Chief Financial Officer - Sommer Thompson
  • Tax Chief Financial Officer & Vice President - Richard Reposa
  • Chief Operating Officer - Bob Neuman
  • Senior Specialist, Office of the Chief Operating Officer - Ally Chrisman
  • President, Americas & Chief Operating Officer - Virginia Kissling
  • Senior Vice President, Chief Information Officer - Ray Cacheria
  • Deputy Chief of Staff & Operations Executive - Cheryl Portillo
  • Edward D'Alessandro - Chief Executive Officer

    Edward D'Alessandro, the Chief Executive Officer at Ryan, directs the overarching corporate strategy and vision. Overseeing all major business units, the Chief Executive Officer ensures alignment with the company's mission of providing integrated tax services. This leadership role involves driving innovation in service delivery and expanding market reach across federal, state, local, and international arenas. By fostering a culture of excellence, Edward D'Alessandro directly impacts the firm's ability to offer multijurisdictional tax solutions. Ultimately, D'Alessandro secures the company's position as a leader in the accounting and tax advisory sector, ensuring sustained growth and client satisfaction.
    Edward D'Alessandro

    Ryan Jacob - CEO-Ryan-keys.com

    Ryan Jacob, the CEO-Ryan-keys.com at Ryan, spearheads digital transformation initiatives and online service integration. Managing the development and execution of the company's digital strategy, the CEO-Ryan-keys.com ensures that Ryan's online platforms effectively support its comprehensive tax services. This position involves optimizing user experience and expanding the digital footprint for federal, state, local, and international clients. By leveraging technology, Ryan Jacob directly enhances the accessibility and efficiency of Ryan's multijurisdictional tax solutions. Ultimately, Jacob drives the company's evolution in the digital tax service landscape, ensuring competitive advantage and client engagement.

    Vicki Joy - Chief Executive Officer, Marketing

    Vicki Joy, the Chief Executive Officer, Marketing at Ryan, leads all marketing and brand strategy initiatives. Directing the development and implementation of campaigns, the Chief Executive Officer, Marketing elevates Ryan's market presence and client acquisition efforts. This role is crucial for communicating the value of the firm's integrated federal, state, local, and international tax services. By shaping the brand narrative and identifying new market opportunities, Vicki Joy directly drives business development and client engagement. Joy's strategic marketing leadership ensures Ryan remains a recognized leader in the multijurisdictional tax advisory space.

    Sommer Thompson - Chief Financial Officer

    Sommer Thompson, the Chief Financial Officer at Ryan, manages all financial operations and strategic financial planning. Overseeing budgeting, forecasting, and financial reporting, the Chief Financial Officer ensures the fiscal health and stability of the organization. This role is critical in supporting Ryan's extensive multijurisdictional tax services by allocating resources effectively across federal, state, local, and international divisions. By guiding investment strategies and managing financial risks, Sommer Thompson directly contributes to the company's sustained profitability and growth. Thompson's financial acumen is essential for maintaining Ryan's position as a premier provider of integrated tax solutions.

    Richard Reposa - Tax Chief Financial Officer & Vice President

    Richard Reposa, the Tax Chief Financial Officer & Vice President at Ryan, oversees the financial strategy specifically for the tax services division. Managing the financial health and investment priorities of the tax practice, the Tax Chief Financial Officer & Vice President ensures optimal resource allocation for federal, state, local, and international tax engagements. This position is integral to supporting the firm's comprehensive multijurisdictional tax solutions. By driving financial performance and managing fiscal risks within the tax group, Richard Reposa directly enhances the profitability and strategic growth of Ryan's core services. Reposa's financial leadership fortifies the tax division's market standing.

    Bob Neuman - Chief Operating Officer

    Bob Neuman, the Chief Operating Officer at Ryan, directs the operational efficiency and service delivery across all business segments. Overseeing the day-to-day functions of the firm, the Chief Operating Officer ensures seamless execution of Ryan's integrated tax services. This leadership position is vital for optimizing processes related to federal, state, local, and international tax compliance and advisory. By streamlining workflows and managing operational resources, Bob Neuman directly enhances the firm's capacity to serve a diverse client base. Neuman's focus on operational excellence underpins Ryan's ability to deliver high-quality, multijurisdictional tax solutions consistently.

    Ally Chrisman - Senior Specialist, Office of the Chief Operating Officer

    Ally Chrisman, the Senior Specialist, Office of the Chief Operating Officer at Ryan, provides critical support to operational leadership. Assisting in the execution of strategic initiatives and operational improvements, the Senior Specialist, Office of the Chief Operating Officer ensures departmental objectives are met. This role contributes to the seamless delivery of Ryan's integrated tax services across federal, state, local, and international jurisdictions. By facilitating communication and managing key projects, Ally Chrisman directly supports the efficiency of the firm's multijurisdictional operations. Chrisman's dedication enhances the overall operational effectiveness of Ryan's service offerings.

    Virginia Kissling - President, Americas & Chief Operating Officer

    Virginia Kissling, the President, Americas & Chief Operating Officer at Ryan, leads operational strategy and execution across the Americas region. Directing all business operations within North and South America, the President, Americas & Chief Operating Officer ensures the effective delivery of Ryan's integrated tax services. This position is critical for managing regional growth and optimizing service delivery for federal, state, and local tax matters. By overseeing regional teams and implementing strategic initiatives, Virginia Kissling directly drives operational performance and client satisfaction throughout the Americas. Kissling's leadership strengthens Ryan's presence and service capabilities in key markets.

    Ray Cacheria - Senior Vice President, Chief Information Officer

    Ray Cacheria, the Senior Vice President, Chief Information Officer at Ryan, directs the company's technology strategy and infrastructure. Overseeing all IT operations, the Senior Vice President, Chief Information Officer ensures robust and secure technological support for Ryan's integrated tax services. This role is essential for managing the digital tools and platforms that facilitate federal, state, local, and international tax compliance and advisory. By implementing innovative technology solutions, Ray Cacheria directly enhances operational efficiency and data security across the firm. Cacheria's technological vision is key to maintaining Ryan's competitive edge in delivering multijurisdictional tax expertise.

    Cheryl Portillo - Deputy Chief of Staff & Operations Executive

    Cheryl Portillo, the Deputy Chief of Staff & Operations Executive at Ryan, supports the strategic execution of operational directives. Assisting in the coordination of key projects and departmental initiatives, the Deputy Chief of Staff & Operations Executive ensures alignment with Ryan's overall business objectives. This role is vital for enhancing the efficiency of the firm's multijurisdictional tax services, covering federal, state, local, and international scopes. By facilitating cross-functional collaboration and managing operational workflows, Cheryl Portillo directly contributes to the seamless delivery of tax solutions. Portillo's operational support reinforces Ryan's commitment to client service excellence.

    Frequently Asked Questions Regarding Ryan Top Executives and Leadership Team

    Who leads Ryan?
    Ryan is led by Edward D'Alessandro (Chief Executive Officer), along with executives such as Ryan Jacob (CEO-Ryan-keys.com) and Vicki Joy (Chief Executive Officer, Marketing).
    Who is part of Ryan’s executive team?
    The executive team of Ryan includes leaders such as Edward D'Alessandro (Chief Executive Officer), Ryan Jacob (CEO-Ryan-keys.com), Vicki Joy (Chief Executive Officer, Marketing) and other senior executives.
    How many executives does Ryan have?
    Ryan has 10 executives leading key business areas.
    What roles are included in Ryan’s leadership team?
    The leadership team of Ryan includes roles such as Chief Executive Officer, CEO-Ryan-keys.com, Chief Executive Officer, Marketing, Chief Financial Officer, Tax Chief Financial Officer & Vice President.