Hillside Investments
 

Leadership

With over 100 years of combined real estate experience, the Hillside leadership team offers unrivaled expertise in development, acquisitions, finance, asset management, and tenant procurement.

Jaimey Roth

Chief Executive Officer

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Jaimey Roth

Chief Executive Officer

Jaimey’s focus and expertise center on Hillside’s vision and day-to-day leadership. He employs his multi-disciplined expertise to integrate the various aspects of the company. His cohesive approach continues to provide the foundation for the company’s direction and success. While studying at the University of Arizona, Jaimey earned his Bachelors of Arts in Accounting and Finance. Much of his accumulated knowledge, expertise and wisdom as a real estate professional he earned through his multigenerational experiences at the Dembs Roth Group, a leader in commercial real estate for nearly half a century. Together they have developed and managed millions of square feet of commercial properties across the eastern United States. Currently, Jaimey provides the leadership necessary to establish Hillside as a globally respected, full-service, commercial real estate firm. He prides himself and his company on their commitment to long term, productive business relationships built on teamwork, trust, and superior results. Jaimey’s investors and partners will attest to his persistence and determination that is required to acquire and develop their trophy class commercial properties. He claims that the “people and the culture” at Hillside contribute to its stellar reputation in the marketplace.

Blair Ackman

Chief Financial Officer

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Blair Ackman

Chief Financial Officer

Blair Ackman is a Certified Public Accountant with nearly 30 years of experience in real estate investment, development, construction and property management. His career began with Hines Interests LP, an internationally recognized full-service commercial real estate firm, where he managed the accounting and reporting for 11.1 million square feet of office space, accounted for a $1 billion redevelopment project, and oversaw capital investment projects for JP Morgan Chase, General Motors, and CALPERS. Other than real estate, Blair has specialized in consulting with emerging companies in the CFO capacity in industries ranging IT Managed Services to construction, while providing expertise in areas of insurance and risk management, human resources, business process improvement, and strategic growth planning. Mr. Ackman holds Bachelor of Science degrees from Aurora University and Illinois College with majors in Accounting, Business Administration, and Economics.

Craig Chappell

Director of Business Development

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Craig Chappell

Director of Business Development

Craig Chappell is a dynamic leader with over 25 years of experience in real estate, property management, and construction project management. As Director of Business Development at Hillside, he plays a pivotal role in fostering strong client relationships and driving strategic growth. Known for his proactive approach, Craig ensures that every project aligns with Hillside’s commitment to excellence, delivering tailored solutions that meet each client’s unique needs.

Beyond his professional expertise, Craig is deeply involved in his community. He has served as a Youth Travel Baseball Coach and actively supports organizations like Habitat for Humanity and Gleaners Community Food Bank. He is also a dedicated member of Our Lady of Sorrows in Farmington, MI. Craig holds an MBA from Wayne State University and a Bachelor of Science in Public Administration and Public Policy from Oakland University. His passion for building both strong communities and successful projects makes him an invaluable asset to Hillside.

Ryan Duff

Director of Asset Management

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Ryan Duff

Director of Asset Management

Ryan provides strategic leadership across Hillside’s full asset class portfolios, delivering high-performing, profitable properties while cultivating enduring partnerships with tenants, stakeholders, and municipalities. He oversees ground-up development, property performance, growth initiatives, and tenant relations, leading cross-functional teams to drive operational excellence and maximize portfolio value. Leveraging his expertise in brokerage, site development, and asset management, Ryan applies strategic vision and execution to achieve sustainable organizational impact. He holds a Real Estate Salesperson (MI) License, Electrical Union Certification, is a CoStar Power Broker, and an ICSC member, and attended Schoolcraft College, earning professional certifications in business and real estate with a focus on strategic property and asset management.

Renee Roth

Treasury Secretary

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Renee Roth

Treasury Secretary

Renée Roth leads with a strategic focus at Hillside, drawing on over a decade of experience in administration, marketing, and advertising. As Director of Administration, she drives operational success through collaboration and innovation. Renée actively contributes to the Detroit Crime Commission and supports community causes through fundraising efforts. She holds a Bachelor’s from Grand Valley State University and brings expertise in negotiation, digital marketing, and team leadership to her role, ensuring impactful results and continued excellence.

Anita Guajardo Covert

Director of Office Administration

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Anita Guajardo Covert

Director of Office Administration

Anita provides executive leadership for Hillside’s administrative operations, shaping organization-wide policies, overseeing departmental functions, and driving long-term operational strategy. She leads cross-functional, diverse teams to optimize internal systems, enhance operational performance, and deliver high-impact solutions that advance Hillside’s mission and business objectives. Partnering with executive leadership, Anita leverages her expertise in enterprise initiatives and digital strategy to cultivate long-term partnerships and ensure organizational alignment. She directs partner performance, planning phases, and contract administration while overseeing project execution from inception through closeout. Known for her strategic vision and executive leadership, Anita fosters a collaborative, high-performing environment that drives organizational growth and sustained value. She holds a Bachelor of Arts in Communications and Spanish from Michigan State University and is proficient in Spanish.