Invest in Excellence with Landmark

Transforming Communities. Elevating Lives.

Discover how Landmark Investment Group is redefining real estate investment—delivering exceptional returns and creating unparalleled living experiences.

Carroll Creek in Maryland city park with a canal, a bridge, and fountain waterfall, and flowers in summer

Who We Are

Landmark Investment Group is a commercial real estate investment company committed to creating lasting value across the Mid-Atlantic region. With every project, we aim to deliver strong returns, elevate communities, and operate with integrity at every step.

What drives us isn’t just performance—it’s purpose. At Landmark, we combine decades of expertise in finance, construction, and strategic investment to create op that benefit both residents and investors. Our approach is hands-on, disciplined, and focused on the long term. We’re proud to be known not just for successful projects, but for the relationships and reputations we’ve built along the way.

At Landmark Investment Group, our mission is to create value through strategic real estate investments that enhance communities and provide exceptional returns for our investors. We are committed to maintaining the highest standards of quality and integrity in every project we undertake. Our values are rooted in transparency, innovation, and a deep respect for the communities we serve. By focusing on sustainable growth and long-term partnerships, we aim to build a legacy of excellence in the real estate industry.

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Exceptional Returns, Unwavering Integrity

Meet Our Leadership Team

Our team at Landmark Investment Group is comprised of dedicated professionals who bring a wealth of experience and expertise to the table. Together, they drive our mission to create outstanding value for our investors and communities.

Rubin Rakovsky, Principal

Rubin combines expertise in finance, real estate, and strategic investment with a relationship-driven approach and strong analytical skills. He began his career at a Big Four accounting firm and held key roles at regional real estate investment companies before co-founding Landmark with Jim and Dan. A licensed CPA, Rubin leads Landmark’s acquisitions, contracts, and capital formation and serves as the primary point of contact for investors, leveraging his entrepreneurial vision and creative approach to identify and execute high-potential opportunities for the firm and its partners. His financial acumen and strategic insight have been central to shaping Landmark’s growth and establishing Landmark as a trusted presence in the Mid-Atlantic real estate market.

Dan Koch, Principal

With more than 30 years of experience in the construction industry, Dan has successfully managed projects ranging from ground-up developments and large-scale renovations to environmental remediation and multi-million-dollar capital improvements. His expertise allows him to navigate complex challenges with precision, efficiency, and a focus on long-term value. Recognizing the powerful synergy between construction knowledge, strategic leasing, and tenant satisfaction, Dan began acquiring rental properties and, together with Jim and Rubin, co-founded Landmark Investment Group.

At Landmark, Dan leads property management, capital improvement planning, construction oversight, and daily operations. His operational expertise and commitment to excellence ensure that every property under Landmark’s stewardship is maintained to the highest standards, delivering strong returns for investors and outstanding living experiences for residents.

Jim Kelly, Principal

Jim is a serial entrepreneur and investor with a history of building and backing successful companies, including multi-million-dollar exits such as Chatham Energy and Equator Environmental. Since 2007, he has focused his skills heavily on the real estate industry, identifying and executing dozens of successful investments. Known for his vision, strategic planning, and gut-check intuition, Jim brings a proven ability to turn opportunities into lasting value. His seasoned experience has been instrumental in establishing Landmark as a stronghold in the Mid-Atlantic real estate market. 

Stuart Kaplow, Of Counsel

Stuart Kaplow is a Maryland attorney with four decades of experience representing a broad range of real estate interests. He has focused his practice on real property, including land use and environmental law, successfully briefing and arguing precedent-setting cases before appellate courts. For more than two decades, Stuart also served as an adjunct professor at the University of Baltimore School of Law, teaching advanced real estate transactions. Recognized by the American Bar Association as one of ten “Legal Rebels” for his work in green building law, Stuart combines legal expertise with a reputation for tenacity and innovative thinking

How We Invest

At Landmark Investment Group, our investment philosophy is built on long-term value, discipline, and integrity. We don’t just acquire properties—we identify opportunities that align with our vision of sustainable growth, reliable returns, and meaningful community impact. Our approach is grounded in:

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Capital Preservation

We make strategic decisions that protect our investors’ capital while delivering consistent returns.

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Hands-On Management

From acquisition to renovations to ongoing operations, we stay directly involved to ensure quality and performance.

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Long-Term Vision

We invest with the future in mind, creating value that grows over time—not just quick wins.

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Community Impact

We believe well-managed, thoughtfully improved properties benefit not only investors but the residents and neighborhoods they serve.

Investment in Action

The Flats at Princeton Court

Acquired in 2026, this 160-unit apartment community complements Landmark’s nearby Cedar Crossing property, which was acquired two years earlier. As a sister asset of similar vintage, Princeton Court expands Landmark’s footprint in the Frederick submarket while unlocking operational efficiencies and economies of scale across both communities. 

West Carroll Portfolio

Acquired in December 2025, this 91-unit multifamily portfolio spans six properties across Westminster and Manchester, Maryland. Located in the supply-constrained Carroll County market, this acquisition included the assumption of an existing Fannie Mae loan with a 3.56% interest rate, along with a new Fannie Mae supplemental loan, providing a favorable capital structure to support Landmark’s targeted value-add strategy. 

The Flats at Cedar Crossing

Since acquiring Cedar Crossing in 2024, Landmark Investment Group has invested more than $1 million to enhance the property’s appearance and overall quality. Through thoughtful improvements and disciplined management, the community has experienced a successful transformation while delivering attractive results for investors and an improved experience for residents.

The Mill

A historic landmark in Hampstead, The Mill was acquired in 2022 and is being revitalized into 39 modern apartments. Guided by a deep understanding of the local Hampstead community, this project blends the building’s historic legacy with contemporary design, bringing new energy and life to a central piece of the town’s story.

Main Street Apartments

Acquired in 2021, Main Street Apartments achieved a 60% increase in scheduled rental income after converting the ground-floor office space into a three-bedroom unit and implementing targeted capital improvements. A creative financing solution allowed initial equity to be returned to investors while maintaining favorable primary loan terms.

Shiloh Apartments

Purchased in 2021, Shiloh Apartments has experienced significant value growth through targeted upgrades and rent increases. A refinance returned all investor capital and funded a major property-wide HVAC system upgrade. With the current rent roll approximately 55% higher than at the time of purchase, the property is well-positioned to continue generating strong cash flow and long-term value appreciation for investors.



South Kelly Apartments

A garden-style apartment complex acquired in 2020, South Kelly has been enhanced through targeted capital improvements. Together with Roland Mansion, the property was refinanced at 1.5× cost, returning all initial equity and continuing to generate strong, ongoing cash flow distributions for investors.

Roland Mansion Apartments

Part of the same acquisition as South Kelly, Roland Mansion has been thoughtfully converted into apartments, blending historic charm with modern living. The property has achieved steadily increasing rental income and consistent investor distributions, all supported by low-rate, long-term financing.

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