Elite Executive and Leadership Team

September, 2026

Leadership Overview

Elite has 5 executives leading key functions including financial management, technology development, human resources, sales strategy, and legal compliance.

Dedicated to transforming legal operations through cloud-based innovation, Elite empowers law firms to maximize productivity and profitability through advanced data analytics and automated billing solutions.

Leadership Roles at Elite

  • Chief Financial Officer - Lindsey Moorley
  • Chief Technology Officer - John Machado
  • Chief Human Resources Officer - Diane Di Holman
  • Chief Sales Officer - Jake Simpson
  • Chief Legal Officer - Stephanie Milikh
  • Lindsey Moorley - Chief Financial Officer

    Lindsey Moorley, the Chief Financial Officer at Elite, directs all fiscal planning and financial reporting activities. Overseeing the capital allocation strategy, the Chief Financial Officer ensures the company maintains robust liquidity to support ongoing cloud-based software development. This leadership role involves managing complex billing automation metrics and providing actionable insights to the Board regarding long-term profitability. By optimizing internal financial controls, Lindsey Moorley directly impacts the scalability of the platform for global law firms. Moorley monitors revenue streams across North American markets to ensure alignment with corporate growth targets. Through rigorous analysis of market trends, the Chief Financial Officer secures the financial health of the organization while driving efficiency in every department. This executive maintains a focus on sustainable growth, ensuring the firm remains a leader in legal technology solutions through disciplined fiscal management and strategic investment in core product infrastructure.

    John Machado - Chief Technology Officer

    John Machado, the Chief Technology Officer at Elite, architects the cloud-based infrastructure powering the firm's legal software suite. Overseeing the engineering teams, the Chief Technology Officer drives the development of time tracking and data analytics tools designed for modern law firms. This leadership role involves integrating advanced compliance features into the platform to meet evolving industry standards. By prioritizing system reliability and security, John Machado ensures the software remains a trusted asset for legal professionals. Machado manages the technical roadmap, focusing on innovation that enhances user productivity and streamlines complex legal workflows. Through the implementation of cutting-edge software architecture, the Chief Technology Officer supports the company's mission to modernize legal operations. This executive collaborates with product managers to translate market needs into functional, high-performance technology, ultimately maintaining the competitive edge of the platform within the global legal software landscape.
    John Machado

    Diane Di Holman - Chief Human Resources Officer

    Diane Di Holman, the Chief Human Resources Officer at Elite, directs talent acquisition and organizational development initiatives. Overseeing the recruitment of specialized software engineers and legal industry experts, the Chief Human Resources Officer ensures the company maintains a high-performance culture. This leadership role involves designing comprehensive training programs that align employee skills with the evolving needs of the legal technology sector. By fostering an inclusive and innovative workplace, Diane Di Holman directly impacts the firm's ability to deliver expert support to law firms. Holman manages performance management systems and compensation structures to retain top-tier talent across all regional operations. Through the cultivation of a strong corporate identity, the Chief Human Resources Officer supports the overall mission of providing superior service to legal clients. This executive drives engagement strategies that empower staff to contribute effectively to the company's long-term growth and operational excellence.
    Diane Di Holman

    Jake Simpson - Chief Sales Officer

    Jake Simpson, the Chief Sales Officer at Elite, directs all revenue generation and market expansion efforts. Overseeing the enterprise sales teams, the Chief Sales Officer executes strategies to increase the adoption of cloud-based solutions among law firms. This leadership role involves building strong relationships with key legal stakeholders and identifying new opportunities for market penetration. By optimizing the sales funnel and refining client acquisition processes, Jake Simpson directly impacts the company's market share. Simpson manages regional sales initiatives to ensure consistent growth across diverse legal markets. Through the alignment of sales objectives with product capabilities, the Chief Sales Officer ensures that law firms receive tailored solutions that improve operational efficiency. This executive collaborates with the marketing and product departments to communicate the value of the platform effectively, ultimately driving the firm's success in a competitive industry through persistent focus on client needs and revenue targets.
    Jake Simpson
    Stephanie Milikh, the Chief Legal Officer at Elite, directs all corporate governance and regulatory compliance functions. Overseeing the legal department, the Chief Legal Officer ensures the company adheres to strict data privacy standards required by the legal industry. This leadership role involves managing intellectual property portfolios and mitigating risks associated with cloud-based software deployment. By providing strategic counsel to the executive team, Stephanie Milikh directly impacts the firm's ability to navigate complex regulatory environments. Milikh monitors global legal developments to ensure the platform remains compliant with international standards. Through the establishment of robust internal policies, the Chief Legal Officer supports the company's commitment to integrity and security. This executive collaborates with the technology team to integrate compliance features directly into the software, ensuring that law firms using the platform operate within legal frameworks. Milikh maintains a focus on risk management to protect the firm's reputation and long-term stability.

    Frequently Asked Questions Regarding Elite Top Executives and Leadership Team

    Who leads Elite?
    Elite is led by Lindsey Moorley (Chief Financial Officer), along with executives such as John Machado (Chief Technology Officer) and Diane Di Holman (Chief Human Resources Officer).
    Who is part of Elite’s executive team?
    The executive team of Elite includes leaders such as Lindsey Moorley (Chief Financial Officer), John Machado (Chief Technology Officer), Diane Di Holman (Chief Human Resources Officer) and other senior executives.
    How many executives does Elite have?
    Elite has 5 executives leading key business areas.
    What roles are included in Elite’s leadership team?
    The leadership team of Elite includes roles such as Chief Financial Officer, Chief Technology Officer, Chief Human Resources Officer, Chief Sales Officer, Chief Legal Officer.