Progressive Leasing Executive and Leadership Team

May, 2026

Leadership Overview

Progressive Leasing has 4 executives leading key functions including strategy, operations, people, and venture development.

Driven by innovation, Progressive Leasing pioneered virtual lease-to-own options in 1999, empowering consumers with less-than-perfect credit and enabling retailers to expand their customer base.

Leadership Roles at Progressive Leasing

  • Chief Executive Officer - Jackie Vinzant
  • President & Chief Executive Officer - Steven Michaels
  • Chief Operating Officer - PRG Ventures - Money APP - Joshua Kannenberg
  • Chief People Officer - Debra Fiori
  • Jackie Vinzant - Chief Executive Officer

    Jackie Vinzant, the Chief Executive Officer at Progressive Leasing, directs the overarching corporate strategy and long-term vision. Vinzant guides the company's expansion into new markets and ensures alignment with the core mission of providing accessible lease-to-own solutions. This leadership role involves fostering innovation within the company's service offerings and maintaining strong relationships with key retail partners across the USA. Vinzant's focus remains on driving sustainable growth and enhancing the company's position as a leader in the virtual leaseto-own industry. By setting strategic priorities, Jackie Vinzant ensures Progressive Leasing continues to meet the evolving needs of consumers and retailers alike.

    Steven Michaels - President & Chief Executive Officer

    Steven Michaels, the President & Chief Executive Officer at Progressive Leasing, executes the strategic initiatives that propel the company forward. Michaels oversees all major operational facets, ensuring the seamless integration of virtual leaseto-own purchase options for millions of consumers. This executive position involves cultivating partnerships with major retailers, thereby expanding the reach of Progressive Leasing's services. Michaels' leadership ensures the company's commitment to providing alternative lease-purchase options to consumers with credit challenges remains paramount. By optimizing operational efficiency, Steven Michaels directly contributes to the company's mission of helping people acquire necessary goods with ease.
    Steven Michaels

    Joshua Kannenberg - Chief Operating Officer - PRG Ventures - Money APP

    Joshua Kannenberg, the Chief Operating Officer - PRG Ventures - Money APP at Progressive Leasing, manages the operational execution for the company's venture initiatives and money application services. Kannenberg drives the development and deployment of innovative financial tools that complement the core leaseto-own model. This role involves overseeing the day-to-day operations of PRG Ventures, ensuring efficient resource allocation and strategic project management. Kannenberg's responsibilities include enhancing the user experience for consumers interacting with the money app and exploring new avenues for business growth within the fintech space. By focusing on operational excellence, Joshua Kannenberg supports Progressive Leasing's expansion into diverse financial service areas.
    Joshua Kannenberg

    Debra Fiori - Chief People Officer

    Debra Fiori, the Chief People Officer at Progressive Leasing, architects the human capital strategy that underpins the company's growth and operational success. Fiori directs all aspects of talent management, including recruitment, employee development, and fostering a positive organizational culture. This executive function is critical for attracting and retaining the skilled professionals necessary to deliver innovative leaseto-own solutions. Fiori's leadership ensures that Progressive Leasing's workforce is equipped to support millions of consumers and a vast network of retail partners. By prioritizing employee engagement and professional growth, Debra Fiori cultivates a high-performing team dedicated to the company's mission.
    Debra Fiori

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    Frequently Asked Questions Regarding Progressive Leasing Top Executives and Leadership Team

    Who leads Progressive Leasing?
    Progressive Leasing is led by Jackie Vinzant (Chief Executive Officer), along with executives such as Steven Michaels (President & Chief Executive Officer) and Joshua Kannenberg (Chief Operating Officer - PRG Ventures - Money APP).
    Who is part of Progressive Leasing’s executive team?
    The executive team of Progressive Leasing includes leaders such as Jackie Vinzant (Chief Executive Officer), Steven Michaels (President & Chief Executive Officer), Joshua Kannenberg (Chief Operating Officer - PRG Ventures - Money APP) and other senior executives.
    How many executives does Progressive Leasing have?
    Progressive Leasing has 4 executives leading key business areas.
    What roles are included in Progressive Leasing’s leadership team?
    The leadership team of Progressive Leasing includes roles such as Chief Executive Officer, President & Chief Executive Officer, Chief Operating Officer - PRG Ventures - Money APP, Chief People Officer.