Professional Experience

Associated Office

Location

111 W Oak Ave
Suite 100
Tampa, FL 33602

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Kyle Chaikin is a First Vice President with CBRE in Tampa, advising institutional owners, private investors, and corporate occupiers on the acquisition, disposition, and restructuring of commercial real estate assets. He brings a sophisticated understanding of |Advisory and Transaction Services, enabling clients to navigate complex real estate decisions with clarity and confidence.

Mr. Chaikin’s career is distinguished by his ability to blend analytical insight with strategic advisory. Before joining CBRE, he served as a Senior Director on Franklin Street’s Office & Industrial team, where he led major assignments across the United States. In this capacity, he directed leasing initiatives, negotiated high value transactions, and guided clients through portfolio optimization efforts aligned with evolving business objectives.

His earlier roles include positions at Franklin Street, Cushman & Wakefield, and CoStar Group providing a strong foundation in financial modeling, economic analysis, and market intelligence. This background enhances his ability to structure transactions, anticipate risk, and deliver data driven solutions that support long term value creation.

Mr. Chaikin’s national reach, disciplined approach, and commitment to best in class service position him as a trusted advisor to clients seeking to maximize performance across all facets of their real estate holdings.

Areas of Expertise

  • Strategic Advisory & Transaction Management
  • Asset Acquisition & Disposition
  • Lease Restructuring & Portfolio Optimization
  • Office & Industrial Leasing
  • Financial Modeling & Economic Analysis
  • Market Positioning & Occupier Strategy

Education

  • University of Maryland, Bachelor of Science - Business Administration

Professional Affiliations & Accreditations

  • NAIOP - Commercial Real Estate Development Association
  • Urban Land Institute (ULI)
  • Real Estate Investment Council (REIC)

Significant Transactions

  • Confidential Entertainment Company
    Tampa, FL
    Lease
    64,000 SF
  • Gale Health Care
    Tampa, FL
    Lease
    40,000 SF
  • Homes at West Bay
    Riverview, FL
    Lease
    45,000 SF
  • 4902 Eisenhower
    Tampa, FL
    Sale
    100,000 SF
  • Skybridge
    Tampa, FL
    Lease
    22,000 SF