Sila Services Executive and Leadership Team

July, 2026

Leadership Overview

Sila Services has 8 executives leading key functions including strategy, marketing, information technology, technology, finance, revenue, people, and operations.

Driven by a commitment to excellence, Sila Services focuses on empowering its network of home service businesses through a supportive platform that prioritizes talent development, operational efficiency, and superior customer experiences, solidifying its market presence.

Leadership Roles at Sila Services

  • Chief Executive Officer - Jason Rabbino
  • Chief Financial Officer - Samuel Lloyd
  • President - Allen Jackson
  • President - Patricia Jackson
  • President - Gary Jackson
  • Chief Marketing Officer - Larisa Drake
  • Chief Information Officer - Stephen Zimmerman
  • Chief Technology Officer - Keith Chisholm
  • Chief Revenue Officer - Ryan Flaherty
  • Chief People Officer - Heather Peters
  • Jason Rabbino - Chief Executive Officer

    Jason Rabbino, the Chief Executive Officer at Sila Services, directs the company's overall strategic vision and operational execution. Rabbino guides the expansion of the growth-focused platform, ensuring established service businesses receive robust support while maintaining their local expertise and trusted brands. Overseeing the integration of new partners, Jason Rabbino drives the adoption of strong operational standards and an employee-first culture across the network. This leadership role involves fostering talent development initiatives and championing the implementation of advanced technology solutions. By aligning departmental objectives with the company's core mission, Rabbino ensures consistent delivery of high-quality heating, cooling, plumbing, electrical, and indoor air quality solutions. The Chief Executive Officer's focus remains on sustainable growth and enhancing customer satisfaction throughout the Sila Services network.

    Samuel Lloyd - Chief Financial Officer

    Samuel Lloyd, the Chief Financial Officer at Sila Services, manages the company's financial operations, strategic planning, and investment activities. Lloyd oversees all fiscal aspects, including budgeting, forecasting, financial reporting, and capital allocation, ensuring the financial health and stability of the growth-focused platform. This leadership role involves developing financial strategies that support Sila Services' expansion initiatives and its commitment to operational excellence. Samuel Lloyd works closely with the Chief Executive Officer and other executives to drive profitability and maximize shareholder value across the network of heating, cooling, plumbing, and electrical service businesses. The Chief Financial Officer's expertise is crucial in guiding financial decisions, managing risk, and ensuring compliance with all regulatory requirements. Lloyd's financial stewardship underpins the company's ability to invest in talent development and technology, reinforcing its market position.
    Samuel Lloyd

    Allen Jackson - President

    Allen Jackson, the President at Sila Services, oversees key operational divisions and drives strategic initiatives to enhance service delivery and market penetration. Jackson focuses on optimizing the performance of the company's network of residential home services, including heating, cooling, plumbing, and electrical solutions. This leadership position involves managing cross-functional teams to ensure adherence to strong operational standards and an employee-first culture. Allen Jackson collaborates with executive leadership to identify opportunities for growth and innovation within the platform. The President's role is critical in maintaining high levels of customer satisfaction and reinforcing Sila Services' reputation for reliability and quality. Jackson's leadership supports the company's mission to empower established service businesses while preserving local expertise and trusted brands.

    Patricia Jackson - President

    Patricia Jackson, the President at Sila Services, directs critical operational functions and strategic partnerships to expand the company's reach and service capabilities. Jackson focuses on enhancing the integration of new service businesses into the Sila Services platform, ensuring they benefit from robust support systems and maintain their local expertise. This executive role involves overseeing initiatives that promote talent development and uphold rigorous operational standards across the network, covering heating, cooling, plumbing, and electrical services. Patricia Jackson collaborates with the executive team to drive the company's growth-focused strategy and foster an employee-first culture. The President's leadership is essential for delivering high-quality home services and ensuring consistent customer satisfaction throughout the Sila Services network. Jackson's efforts contribute significantly to the platform's overall success and market impact.

    Gary Jackson - President

    Gary Jackson, the President at Sila Services, leads strategic operational planning and execution to drive efficiency and service excellence across the company's network. Jackson is responsible for overseeing key business units, ensuring the seamless integration of acquired service providers and the consistent application of high operational standards. This executive position involves fostering an employee-first culture and championing talent development initiatives that empower teams delivering heating, cooling, plumbing, and electrical solutions. Gary Jackson collaborates with the Chief Executive Officer and other leaders to identify and capitalize on market opportunities, reinforcing Sila Services' position as a growth-focused platform. The President's focus remains on enhancing customer satisfaction and ensuring the delivery of reliable, high-quality home services throughout the organization. Jackson's leadership is pivotal in achieving the company's expansion goals.

    Larisa Drake - Chief Marketing Officer

    Larisa Drake, the Chief Marketing Officer at Sila Services, architects and executes comprehensive marketing strategies to elevate brand awareness and drive customer acquisition. Drake oversees the development of campaigns that highlight the company's commitment to quality home services, including heating, cooling, plumbing, and electrical solutions. This leadership position involves managing all aspects of brand messaging, digital presence, and market positioning for the Sila Services platform. By collaborating with partner businesses, Larisa Drake ensures consistent brand representation and effective communication of the company's employee-first culture and operational standards. The Chief Marketing Officer's efforts are critical in reinforcing Sila Services' reputation for reliability and customer satisfaction across its expanding network. Drake's strategic initiatives support the platform's growth objectives by attracting both new service partners and end-customers.

    Stephen Zimmerman - Chief Information Officer

    Stephen Zimmerman, the Chief Information Officer at Sila Services, directs the company's information technology infrastructure and digital transformation initiatives. Zimmerman oversees the development and implementation of robust IT systems that support operational efficiency and enhance customer service delivery across the network of heating, cooling, plumbing, and electrical service providers. This critical role involves ensuring data security, managing technology investments, and driving innovation in IT solutions. Stephen Zimmerman works closely with other executive leaders to align technology strategies with the company's growth objectives and its commitment to an employee-first culture. The Chief Information Officer's leadership ensures that Sila Services leverages technology effectively to maintain high operational standards and deliver exceptional customer satisfaction. Zimmerman's oversight extends to integrating new technologies that support the company's expanding service offerings and market reach.

    Keith Chisholm - Chief Technology Officer

    Keith Chisholm, the Chief Technology Officer at Sila Services, spearheads the company's technological innovation and platform development. Chisholm leads the engineering and product teams responsible for creating and refining the technology solutions that power Sila Services' operations, including those for heating, cooling, plumbing, and electrical services. This executive position involves defining the technology roadmap, overseeing software development, and ensuring the scalability and reliability of the company's digital infrastructure. Keith Chisholm collaborates with the Chief Information Officer and other leaders to integrate cutting-edge technologies that enhance operational standards and customer experiences. The Chief Technology Officer's focus is on driving technological advancements that support Sila Services' growth-focused platform and its commitment to talent development and employee empowerment. Chisholm's vision guides the evolution of the company's technological capabilities, reinforcing its market leadership.

    Ryan Flaherty - Chief Revenue Officer

    Ryan Flaherty, the Chief Revenue Officer at Sila Services, directs all revenue-generating activities and sales strategies across the company's network. Flaherty oversees the sales teams and channel partnerships, focusing on expanding market share and driving consistent revenue growth for heating, cooling, plumbing, and electrical services. This executive position involves developing and implementing effective sales processes, setting revenue targets, and ensuring alignment with the company's overall business objectives. Ryan Flaherty collaborates with marketing and operations leaders to create integrated strategies that enhance customer acquisition and retention. The Chief Revenue Officer's leadership is instrumental in achieving Sila Services' growth-focused goals and reinforcing its reputation for delivering high-quality home services. Flaherty's efforts are critical in optimizing the sales funnel and maximizing revenue potential throughout the organization.

    Heather Peters - Chief People Officer

    Heather Peters, the Chief People Officer at Sila Services, leads all human resources functions and champions the company's employee-first culture. Peters oversees talent acquisition, employee development, compensation and benefits, and organizational design to foster a supportive and high-performing work environment across the network of service businesses. This executive role involves developing and implementing HR strategies that align with Sila Services' growth objectives and its commitment to operational excellence. Heather Peters works closely with leadership to cultivate a culture of engagement, innovation, and continuous learning, ensuring that talent development is a core priority. The Chief People Officer's focus is on attracting, retaining, and developing top talent to deliver exceptional heating, cooling, plumbing, and electrical services. Peters' initiatives are vital for maintaining strong operational standards and driving customer satisfaction through a motivated workforce.

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    Frequently Asked Questions Regarding Sila Services Top Executives and Leadership Team

    Who leads Sila Services?
    Sila Services is led by Jason Rabbino (Chief Executive Officer), along with executives such as Samuel Lloyd (Chief Financial Officer) and Allen Jackson (President).
    Who is part of Sila Services’s executive team?
    The executive team of Sila Services includes leaders such as Jason Rabbino (Chief Executive Officer), Samuel Lloyd (Chief Financial Officer), Allen Jackson (President) and other senior executives.
    How many executives does Sila Services have?
    Sila Services has 10 executives leading key business areas.
    What roles are included in Sila Services’s leadership team?
    The leadership team of Sila Services includes roles such as Chief Executive Officer, Chief Financial Officer, President, President, President.