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David Kaloupek is a seasoned executive with 29 years of experience in healthcare, real estate, and entrepreneurship. As a Managing Director at Littlecross Legacy Group LLC, he has successfully navigated the complexities of real estate transactions, leveraging his expertise in strategy, marketing, and investment properties. A seasoned Realtor with a proven track record, Kaloupek has guided numerous first-time homebuyers and sellers through the home buying and selling process, fostering long-lasting relationships and driving growth. Throughout his illustrious career, Kaloupek has demonstrated a unique ability to adapt and thrive in diverse environments, from the healthcare sector to the real estate industry. His extensive experience in managing teams, developing business strategies, and driving results has earned him a reputation as a trusted advisor and thought leader. Kaloupek holds an MS in Health Industry Management from MIT Sloan School of Management and an MSW from Boston College School of Social Work, solidifying his expertise in the healthcare and social work sectors. Kaloupek's commitment to excellence is reflected in his numerous achievements, including his role as Co-Founder of Healthy Communities Online, Inc. and Founder & Co-Owner of Barnstable Venture Group. His expertise in real estate, healthcare, and entrepreneurship has been recognized through various certifications and designations, underscoring his dedication to staying at the forefront of industry trends and best practices.

Experience

Education

  • 1979 - 1980
    MIT Sloan School of Management
    MS, Health Industry Management
  • 1964 - 1967
    Boston Collage School of Social Work
    Master of Social Work - MSW, Community Organization and Advocacy
  • 1959 - 1963
    Coe College
    BA, Economics & Accounting

Suggested Services

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Industry Focus. “Real Estate.”

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