Highland Ventures Executive and Leadership Team

September, 2026

Leadership Overview

Highland Ventures has 6 executives leading key functions including strategy, finance, enterprise development, operations, physical therapy services, and commercial property management.

Focused on diverse portfolio growth, Highland Ventures delivers excellence across real estate, dining, healthcare, and consumer utility sectors to ensure long-term market stability.

Leadership Roles at Highland Ventures

  • Chief Executive Officer - Keith Hoogland
  • Chief Financial Officer - Craig Hartner
  • President, Enterprise Development - Levi Dinkla
  • President - McLain Hoogland
  • President of Intune Physical Therapy - Ben Jacobs
  • President, Legacy Commercial Property - Sam Stilp
  • Keith Hoogland - Chief Executive Officer

    Keith Hoogland, the Chief Executive Officer at Highland Ventures, directs the overarching strategic vision for the entire conglomerate portfolio. Overseeing acquisitions and long-term development, the Chief Executive Officer ensures alignment across Legacy Commercial Property, Hoogland Restaurant Group, Intune Physical Therapy, and Highland Pure Water & Ice. This leadership role involves managing capital allocation to maximize returns across 20+ states. By fostering synergy between diverse business units, Keith Hoogland drives operational efficiency and sustainable growth. The Chief Executive Officer maintains high standards for property management and construction quality, ensuring the organization meets the needs of both commercial tenants and retail consumers. Through rigorous oversight of market expansion, the Chief Executive Officer secures the competitive position of the firm within the national real estate landscape, ultimately delivering consistent value to stakeholders while navigating complex economic environments across the United States.

    Craig Hartner - Chief Financial Officer

    Craig Hartner, the Chief Financial Officer at Highland Ventures, manages the fiscal health and capital structure of the entire organization. Overseeing financial reporting, budgeting, and investment analysis, the Chief Financial Officer ensures the stability of the 650-property portfolio. This leadership role involves coordinating with department heads to optimize cash flow across the restaurant, physical therapy, and water utility divisions. By implementing robust financial controls, Craig Hartner mitigates risk and supports the aggressive acquisition strategy of the firm. The Chief Financial Officer monitors regional economic trends to inform capital deployment decisions, ensuring that Highland Ventures maintains a strong balance sheet. Through precise financial modeling and strategic planning, the Chief Financial Officer facilitates the expansion of commercial real estate assets. Hartner provides the necessary fiscal oversight to sustain long-term profitability, ensuring that every business unit operates within defined budgetary parameters while pursuing growth opportunities across the national market.
    Craig Hartner

    Levi Dinkla - President, Enterprise Development

    Levi Dinkla, the President, Enterprise Development at Highland Ventures, architects the growth strategy for new business ventures and property acquisitions. Overseeing the identification of high-potential commercial real estate opportunities, the President, Enterprise Development ensures the portfolio remains diverse and profitable. This leadership role involves managing the lifecycle of development projects, from initial site selection to final construction completion. By analyzing market demand for physical therapy services and retail dining, Levi Dinkla drives the expansion of the company footprint across 20+ states. The President, Enterprise Development collaborates with the executive team to integrate new assets into the existing operational framework. Through meticulous planning and execution, the President, Enterprise Development secures prime locations that enhance the value of the Highland Ventures brand. Dinkla focuses on scaling enterprise operations to meet consumer needs, ensuring that every new development project aligns with the broader mission of providing high-quality services and commercial spaces.

    McLain Hoogland - President

    McLain Hoogland, the President at Highland Ventures, oversees daily operations and ensures the seamless execution of corporate initiatives across all business units. Managing the intersection of property management and consumer-facing services, the President drives operational excellence within the 650-property portfolio. This leadership role involves streamlining processes for the restaurant group and water utility divisions to improve service delivery. By fostering collaboration between internal teams, McLain Hoogland ensures that the company maintains high standards of quality and efficiency. The President monitors performance metrics across all 20+ states, identifying areas for improvement and implementing solutions that enhance tenant and customer satisfaction. Through active engagement with operational managers, the President supports the achievement of key performance indicators. Hoogland focuses on maintaining the integrity of the Highland Ventures brand, ensuring that every operational decision contributes to the overall success and reputation of the firm in the competitive real estate and service markets.

    Ben Jacobs - President of Intune Physical Therapy

    Ben Jacobs, the President of Intune Physical Therapy at Highland Ventures, directs the clinical and operational strategy for the physical therapy division. Overseeing the expansion of therapy clinics, the President of Intune Physical Therapy ensures that service delivery meets the needs of consumers across the national market. This leadership role involves managing clinical staff, optimizing patient care workflows, and maintaining compliance with healthcare regulations. By integrating therapy services into the broader Highland Ventures real estate portfolio, Ben Jacobs drives growth and accessibility for patients. The President of Intune Physical Therapy collaborates with the executive team to identify new locations for clinic development, ensuring that the division remains a key contributor to the company mission. Through strategic focus on patient outcomes and operational efficiency, the President of Intune Physical Therapy secures the market position of the brand. Jacobs ensures that the division provides high-quality care while supporting the overall financial objectives of the organization.

    Sam Stilp - President, Legacy Commercial Property

    Sam Stilp, the President, Legacy Commercial Property at Highland Ventures, manages the leasing, maintenance, and strategic development of the commercial real estate portfolio. Overseeing the 650+ properties, the President, Legacy Commercial Property ensures high occupancy rates and tenant satisfaction across 20+ states. This leadership role involves negotiating lease agreements, managing property maintenance schedules, and overseeing capital improvement projects. By analyzing market trends in commercial real estate, Sam Stilp drives the acquisition and divestment strategy to optimize the portfolio value. The President, Legacy Commercial Property collaborates with other division heads to ensure that commercial spaces support the needs of the restaurant and therapy groups. Through proactive management and tenant relations, the President, Legacy Commercial Property maintains the long-term viability of the assets. Stilp focuses on operational efficiency and property performance, ensuring that the commercial division remains a cornerstone of the Highland Ventures business model and continues to generate consistent revenue.

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    Frequently Asked Questions Regarding Highland Ventures Top Executives and Leadership Team

    Who leads Highland Ventures?
    Highland Ventures is led by Keith Hoogland (Chief Executive Officer), along with executives such as Craig Hartner (Chief Financial Officer) and Levi Dinkla (President, Enterprise Development).
    Who is part of Highland Ventures’s executive team?
    The executive team of Highland Ventures includes leaders such as Keith Hoogland (Chief Executive Officer), Craig Hartner (Chief Financial Officer), Levi Dinkla (President, Enterprise Development) and other senior executives.
    How many executives does Highland Ventures have?
    Highland Ventures has 6 executives leading key business areas.
    What roles are included in Highland Ventures’s leadership team?
    The leadership team of Highland Ventures includes roles such as Chief Executive Officer, Chief Financial Officer, President, Enterprise Development, President, President of Intune Physical Therapy.