Doug Olson



Email: Doug Olson

Doug Olson is a partner and managing director of Trinity Commercial Group.  He has a passion for retail, consistently leading the market in production and landlord representation of anchored shopping centers.  Doug specializes in the life cycle of shopping centers with a focus on value creation through targeted acquisition, thoughtful tenant curation, effective leasing strategies, and disposition.

Doug, now a transplanted “native”, has been visiting Naples since childhood moving here full-time back in 1994.  He grew up in Southern California and noticed the growth, development, and opportunities the West Coast of Florida presented. A short time after attending the University of Arizona, he relocated to Naples permanently.

He lives in Naples with his wife of twenty years and two daughters. Doug is passionate about retail real estate and enjoys traveling, eating out, and socializing with friends and family. His activities of choice include golf, tennis, pickleball, snow skiing and stand-up paddle boarding.

  • Trinity Commercial Group Inc. (2014- present)
  • Cushman & Wakefield (2011-2014)
  • LandQwest Commercial (2006- 2011)
  • CD Warehouse Area Developer (1993- 2006)
  • University of Arizona – Major Communications
  • Lipsey School of Real Estate – Masters in Commercial Real Estate
  • Regency Centers (NYSE: REG) Leasing, Acquisition
  • Brixmor (NYSE:BRX)
  • New Market- Leasing
  • Amcap- Leasing
  • AIG (NYSE: AIG)- Leasing
  • Site Centers (NYSE: AIG)- Leasing
  • Equity One (NYSE: EQ1)- Leasing
  • Core Capital Group- Leasing, Acquisition, Disposition
  • Lund Capital- Leasing, Acquisition, Disposition
  • Real Capital Solutions- Leasing, Acquisition, Disposition
  • Miromar Development- Leasing
  • Continental Realty Corporation- Leasing, Acquisition
  • Lennar Commercial- Leasing
  • Mer Rouge Properties Inc- Leasing, Acquisition
  • CFT Development- Leasing
  • Seagate Development- Leasing, Acquisition, Disposition
  • The Desco Group- Leasing, Disposition
  • Ram Real Estate- Leasing, Disposition
  • Pizza Hut – Southwest Florida
  • Skillets- Southwest Florida
  • Qdoba- Southwest Florida
  • Pet People- Southwest Florida
  • Tacos & Tequila – Southwest Florida
  • KC American Bistro – Southwest Florida
  • Miracle Ear – Southwest Florida
  • Menchies – Southwest Florida
  • MiDiCi – Southwest Florida
  • Responsible for over $375M in transactions leasing, selling, and acquisition of shopping centers
  • Top Producing agent 2010, 2013, 2016, 2019
  • Costar Power broker 2008, 2009, 2010, 2011, 2013, 2014, 2015, 2016, 2017, 2018, 2019
  • Represents the Largest portfolio of grocery anchored shopping centers in SWFL
  • Consistently Maintains above market occupancies and rates in all market conditions
  • 2nd largest Multi-unit franchise operator for CD Warehouse Inc.
  • Multiple Top Sales and Production Honors for CD Warehouse Stores
  • Founders Square- 55-acre mixed use project at SE corner of 951 & Immokalee Rd.-Naples,FL
  • The Collective- 63,239 sf One of a Kind Design Hub in the Naples Design District
  • Current Member – International Council of Shopping Centers
  • Allocations Committee United Way of Lee, Hendry, and Glades
  • Member – Board of Directors Naples Girls Softball Little League 2013-2014-2015
  • CD Warehouse Franchisee Association, Co-Founder
  • CD Warehouse Board of Directors, 2000 – 2006 (Vice President 2003 & 2004)
  • CD Warehouse Franchise Advisory Council, 1995 – 2000