About Real Property Management Shire Team in Pittsfield, MA
Real Property Management is the trusted leader in reliable single-family and small multi-family residences. With over 30 years of experience, 300+ offices nationwide, local expertise, and a highly-trained, responsive team, Real Property Management manages tens of thousands of properties for individuals, investors, and institutions throughout the country.
Real Property Management is the local expert.
Kimberlee Olson
Owner / Business Development
With over 25 years of experience in corporate sales and management, Kimberlee brings a strategic, results-driven approach to business development. Over the past decade, she has been actively investing in real estate and discovered a strong passion for property ownership and the hands-on role of being a landlord. In 2020, she became a licensed real estate agent to manage her own transactions and support investor clients with property acquisitions and sales.
Kimberlee’s firsthand experience as an investor led her to recognize a gap in the Berkshire County market for ethical, high-quality property management. That realization inspired the founding of the company, built on the belief that real estate can generate strong returns while also delivering a positive, dependable living experience for residents.
Today, Kimberlee works closely with clients to help maximize ROI through strategic planning, market insight, and personalized support. She remains equally committed to ensuring that every property is well-managed and that every resident feels proud to call it home.
Oral “Fabian” Willis
Owner / Maintenance Director
Oral “Fabian” Willis is an accomplished mechanical engineer with a Master’s degree and over 20 years of experience in research and development, with a focus on green energy innovation. While his professional career has centered on advanced engineering solutions, he has also cultivated a strong passion for real estate. Over the past decade, he has successfully renovated multiple properties and built a solid foundation as an experienced landlord.
With a broad and highly technical skill set that spans plumbing, electrical, HVAC, and general property maintenance, Fabian is known for his ability to resolve virtually any issue with precision and efficiency. His engineering background gives him a unique edge in diagnosing problems and delivering lasting solutions. He leads our in-house maintenance team with a strong commitment to quality workmanship and reliability.
Fabian takes great pride in providing exceptional service to both property owners and residents. His attention to detail, professionalism, and hands-on approach ensure that every property under his care is safe, well-maintained, and truly feels like home.