Cross Street Expands National Property Management Team
The firm appoints three senior leaders to support its growing portfolio of 12,000 apartment units.
Updated on Oct. 29, 2026 in Apartments

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Cross Street has announced the hiring of three senior executives to bolster its national property management operations. This expansion follows the firm's recent integration of Peak Properties, bringing its total portfolio to over 200 properties.
Why it matters
The appointments are part of a broader strategy to scale the company's management platform across the United States. Strengthening leadership allows the firm to better support its centralized management model as it integrates new rental units into its national business.
Cross Street manages 12,000 rental units across more than 200 properties. The company operates regional offices in Chicago, Denver, and Cleveland.
The players
Cross Street
A national property management firm headquartered in Chicago that specializes in multifamily leasing and development consulting.
Will Shew
The new vice president of property management who previously served as regional vice president of operations at RPM Living.
Karen Gaski
The new vice president of people and culture who brings more than 15 years of human resources experience to the leadership team.
Drew Malter
The new director of data and systems who has more than nine years of experience in data science and technology consulting.
The details
The newly hired executives include Will Shew as vice president of property management, Karen Gaski as vice president of people and culture, and Drew Malter as director of data and systems. The firm continues to integrate multifamily services such as leasing and development consulting through its centralized operating model.
Timeline
The firm was founded as Peak Realty in 2019.
The business rebranded as Cross Street in early 2024.
Three senior leaders joined the company on October 29, 2026.
Culture Shift
The firm's growth reflects the ongoing trend of consolidation in the U.S. multifamily property management industry. By scaling its national platform, Cross Street is positioning itself to compete with larger, centralized management entities.
Residents living in units under the firm's portfolio may see changes in leasing processes or property management procedures as the company integrates its new systems. These operational shifts are designed to standardize service levels across the firm's 200 managed properties.
The takeaway
Companies in the property management sector often prioritize data-driven systems to maintain consistency across large, multi-state portfolios. Residents can monitor their property management portals for updates regarding new digital tools or changes to service delivery protocols.
Further reading
Learn more about industry trends in the United States Apartments section.
More information
For more information on the firm's services, visit the Cross Street company website.
Source note: This article includes information reported by MultifamilyBiz.
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