Sentry Management Executive and Leadership Team

November, 2026

Leadership Overview

Sentry Management has 10 executives leading key functions including corporate strategy, regional operations, and community management services.

Committed to excellence in homeowner association support, Sentry Management delivers comprehensive property solutions while maintaining high standards for residential community governance and long-term asset value preservation.

Leadership Roles at Sentry Management

  • President, Chief Executive Officer - Jack McClintock
  • Division President - Tara Laing
  • Regional President, Midwest - Laura Poole
  • Division President - Nicole Bennetsen
  • Regional President, Region (West) - John Lambert
  • Division President - Elizabeth Kennedy
  • Division President - Bryan Herd
  • Division President, The Market (Atlanta) - Randall Kennedy
  • Division President - Randy Miller
  • Divison President - Jennifer Birkemeier
  • Jack McClintock - President, Chief Executive Officer

    Jack McClintock, the President, Chief Executive Officer at Sentry Management, directs the overarching corporate strategy and long-term vision for the organization. Overseeing the entire portfolio of homeowner associations and condominiums, the President, Chief Executive Officer ensures operational excellence across all service lines. This leadership role involves constant engagement with the Board to refine service delivery models and expand market presence throughout the United States. By prioritizing sustainable growth and client satisfaction, Jack McClintock drives the company toward industry-leading performance metrics. McClintock maintains a focus on scaling internal infrastructure to support the evolving needs of residential communities. Through rigorous oversight of executive teams, the President, Chief Executive Officer guarantees that every division aligns with the core mission of providing superior community management. Ultimately, McClintock secures the financial health and reputation of the firm within the competitive real estate management sector.
    Jack McClintock

    Tara Laing - Division President

    Tara Laing, the Division President at Sentry Management, manages the operational efficiency and service quality for a specific portfolio of residential communities. Overseeing the implementation of standardized management protocols, the Division President ensures that homeowner associations receive consistent, high-quality support. This leadership role involves coordinating with local property managers to resolve complex community issues and enhance resident satisfaction. By optimizing resource allocation across the division, Tara Laing drives significant improvements in operational workflows and client retention. Laing monitors key performance indicators to ensure that all managed properties meet strict compliance and maintenance standards. Through proactive communication with community boards, the Division President fosters strong relationships and long-term partnerships. Ultimately, Laing strengthens the market position of the firm by delivering reliable, professional management services that protect the interests of property owners and enhance the overall living experience within the assigned residential portfolio.

    Laura Poole - Regional President, Midwest

    Laura Poole, the Regional President, Midwest at Sentry Management, directs all community management operations across the Midwestern United States. Overseeing the expansion of the regional footprint, the Regional President, Midwest ensures that homeowner associations and condominiums receive tailored solutions that address specific local market demands. This leadership role involves managing regional staff, overseeing budget compliance, and maintaining high service standards for all client properties. By implementing strategic initiatives to improve operational efficiency, Laura Poole drives growth and enhances the reputation of the firm within the Midwest. Poole coordinates with corporate leadership to align regional goals with the broader company mission of providing full-service management. Through consistent monitoring of property performance and resident feedback, the Regional President, Midwest maintains high levels of client satisfaction. Ultimately, Poole secures the stability and success of the regional portfolio by fostering a culture of accountability and professional excellence.

    Nicole Bennetsen - Division President

    Nicole Bennetsen, the Division President at Sentry Management, focuses on the strategic development and oversight of community management services for a dedicated set of residential properties. Overseeing the daily operations of property management teams, the Division President ensures that all associations adhere to governing documents and financial best practices. This leadership role involves mentoring staff, managing client expectations, and driving initiatives that improve community aesthetics and functionality. By streamlining administrative processes, Nicole Bennetsen drives operational efficiency and reduces overhead costs for the managed associations. Bennetsen collaborates with other division leaders to share best practices and implement company-wide improvements. Through a commitment to transparent communication and responsive service, the Division President builds trust with community boards and residents alike. Ultimately, Bennetsen contributes to the overall growth of the firm by ensuring that every property under management receives dedicated, high-quality attention and professional guidance.

    John Lambert - Regional President, Region (West)

    John Lambert, the Regional President, Region (West) at Sentry Management, directs all community management activities across the Western United States. Overseeing the strategic growth of the regional portfolio, the Regional President, Region (West) ensures that homeowner associations and condominiums receive expert guidance on maintenance, financial planning, and governance. This leadership role involves managing regional teams, overseeing client relations, and ensuring that all properties comply with local regulations. By implementing innovative management solutions, John Lambert drives operational improvements and enhances the value of the communities served. Lambert coordinates with corporate leadership to ensure that regional operations align with the overarching mission of the firm. Through proactive engagement with community boards, the Regional President, Region (West) fosters strong, long-term partnerships. Ultimately, Lambert secures the success of the Western region by maintaining a focus on service quality, operational efficiency, and the consistent delivery of professional management solutions.

    Elizabeth Kennedy - Division President

    Elizabeth Kennedy, the Division President at Sentry Management, manages the operational performance and client service standards for a specific division of residential communities. Overseeing the execution of management contracts, the Division President ensures that all homeowner associations receive comprehensive support in financial management, maintenance coordination, and administrative tasks. This leadership role involves supervising property managers, resolving escalated resident concerns, and ensuring that all communities operate within established budgets. By optimizing service delivery models, Elizabeth Kennedy drives improvements in resident satisfaction and operational efficiency. Kennedy works closely with other division leaders to ensure that the firm maintains a consistent level of excellence across all markets. Through a focus on professional development and team leadership, the Division President fosters a culture of accountability and service. Ultimately, Kennedy contributes to the long-term success of the firm by delivering reliable, high-quality management services that enhance the value and appeal of every community.

    Bryan Herd - Division President

    Bryan Herd, the Division President at Sentry Management, directs the operational strategy and service delivery for a portfolio of residential communities. Overseeing the management of homeowner associations, the Division President ensures that all properties receive expert guidance on maintenance, financial reporting, and community governance. This leadership role involves managing staff, overseeing vendor relationships, and ensuring that all communities remain in compliance with governing documents. By implementing efficient management processes, Bryan Herd drives improvements in operational performance and client satisfaction. Herd collaborates with corporate leadership to align division goals with the broader mission of the firm. Through proactive communication and a focus on resident needs, the Division President builds strong relationships with community boards. Ultimately, Herd secures the reputation of the firm by delivering consistent, professional management services that enhance the quality of life for residents and protect the long-term value of the properties.

    Randall Kennedy - Division President, The Market (Atlanta)

    Randall Kennedy, the Division President, The Market (Atlanta) at Sentry Management, directs all community management operations within the Atlanta metropolitan area. Overseeing the growth and service quality of the local portfolio, the Division President, The Market (Atlanta) ensures that homeowner associations and condominiums receive tailored management solutions. This leadership role involves managing local teams, overseeing financial performance, and maintaining high standards for community maintenance and governance. By implementing strategic initiatives to improve service delivery, Randall Kennedy drives growth and enhances the reputation of the firm in the Atlanta market. Kennedy coordinates with corporate leadership to ensure that local operations align with the broader company mission. Through proactive engagement with community boards and residents, the Division President, The Market (Atlanta) fosters strong, long-term partnerships. Ultimately, Kennedy secures the success of the Atlanta division by maintaining a focus on operational excellence, client satisfaction, and professional management.

    Randy Miller - Division President

    Randy Miller, the Division President at Sentry Management, manages the operational oversight and service quality for a dedicated portfolio of residential communities. Overseeing the implementation of management policies, the Division President ensures that homeowner associations receive consistent, high-quality support in all aspects of community governance. This leadership role involves coordinating with property managers, resolving complex community issues, and ensuring that all properties meet maintenance and financial standards. By optimizing resource allocation, Randy Miller drives improvements in operational efficiency and client retention. Miller monitors key performance indicators to ensure that all managed properties remain in compliance with governing documents. Through proactive communication with community boards, the Division President fosters strong relationships and long-term partnerships. Ultimately, Miller strengthens the market position of the firm by delivering reliable, professional management services that protect the interests of property owners and enhance the overall living experience within the assigned residential portfolio.

    Jennifer Birkemeier - Divison President

    Jennifer Birkemeier, the Divison President at Sentry Management, directs the operational strategy and service delivery for a specific portfolio of residential communities. Overseeing the management of homeowner associations, the Divison President ensures that all properties receive expert guidance on maintenance, financial reporting, and community governance. This leadership role involves managing staff, overseeing vendor relationships, and ensuring that all communities remain in compliance with governing documents. By implementing efficient management processes, Jennifer Birkemeier drives improvements in operational performance and client satisfaction. Birkemeier collaborates with corporate leadership to align division goals with the broader mission of the firm. Through proactive communication and a focus on resident needs, the Divison President builds strong relationships with community boards. Ultimately, Birkemeier secures the reputation of the firm by delivering consistent, professional management services that enhance the quality of life for residents and protect the long-term value of the properties.

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    Frequently Asked Questions Regarding Sentry Management Top Executives and Leadership Team

    Who leads Sentry Management?
    Sentry Management is led by Jack McClintock (President, Chief Executive Officer), along with executives such as Tara Laing (Division President) and Laura Poole (Regional President, Midwest).
    Who is part of Sentry Management’s executive team?
    The executive team of Sentry Management includes leaders such as Jack McClintock (President, Chief Executive Officer), Tara Laing (Division President), Laura Poole (Regional President, Midwest) and other senior executives.
    How many executives does Sentry Management have?
    Sentry Management has 10 executives leading key business areas.
    What roles are included in Sentry Management’s leadership team?
    The leadership team of Sentry Management includes roles such as President, Chief Executive Officer, Division President, Regional President, Midwest, Division President, Regional President, Region (West).