Our Company

Oakdale Capital is a premier real estate investment firm that focuses on value-add multifamily projects in the Midwest, South, and Southeast.

Based in Chicago, the executive team collectively has nearly 30 years of investment experience acquiring, developing and managing over $1 billion of transactions totaling over 8,400 multifamily units.

What We Do

Multifamily Acquisitions

Ground-Up Development

Student Housing

Co-GP Equity

Joint Ventures

The Oakdale Difference

Institutional Discipline
As fiduciaries, we prioritize our investors’ interests above all else, ensuring transparency, accountability, and alignment by investing significant capital alongside our partners.

Data-Driven Judgement
We combine our institutional best practices with data-driven decision-making at every stage—from market selection and underwriting to due diligence and asset management. By leveraging proprietary research and analytics, we uncover hidden value and deliver results that exceed expectations.

Impactful Stewardship
We don’t just manage assets—we elevate them. By combining hands-on operational aptitude with a commitment to creating vibrant, thriving communities, we deliver financial returns and meaningful impact.

Oakdale Capital

the story behind our name

Oakdale means, literally, a broad valley full of oak trees. But the name means much more to us than the dictionary definition. Oakdale Avenue in Chicago, Illinois is the birthplace of our business. Oakdale Capital’s first multifamily project is located on West Oakdale Avenue and represents the idea that every new venture begins with a first step, which is often the hardest. To us, the name serves as a consistent reminder of the importance of family, independence, and aspiration as we grow and evolve our organization over time.

Will Thompson, Founder & CEO

Will Thompson

Founder & CEO

Will is the founder of Oakdale Capital and focuses on capital raising, acquisitions, development, asset management, and investor relations.

Before founding Oakdale, Will was the Co-Founder and Managing Principal at Fairlawn Capital, where he focused on project underwriting, deal execution, capital sourcing, asset management, ground-up development, project management, construction, property operations, and investor relations. Will personally oversaw the acquisition and development of over $500 million of real estate assets and was a main driver of growing the company to over 5,000 units and 130 employees during his tenure.

Will’s real estate background also includes practicing law with a focus on development, financing, and leasing.

Will holds a Juris Doctorate from the University of Maryland Francis King Carey School of Law, where he also served Associate Editor of the Maryland Law Review. He also earned an MBA from the University of Illinois at Urbana-Champaign and a BS in Accounting and Finance from Villanova University School of Business. Will played football at Villanova and was a member of the 2009 Division I FCS National Championship team.

Chris Apostal, Partner and CIO

Chris Apostal

Partner & CIO

Chris Apostal leads Oakdale Capital’s investment strategies across acquisitions and capital markets.

With 17 years of experience across institutional platforms and entrepreneurial private equity firms, Chris has developed extensive expertise in real estate investment. Over the past decade, he has focused on multifamily acquisitions, completing $567 million in transactions across eight states.

Previously, Chris served as EVP of Acquisitions at Tricap Residential, where he directed investment strategy, built and led the acquisitions team, and closed over $200 million in transactions. Before that, he was a key member of the acquisitions team at The Laramar Group, helping deploy a $500 million fund strategy and completing approximately $237 million in transactions. Earlier in his career, Chris was part of the asset management team at PGIM, overseeing a 70+ asset portfolio spanning all major property types for PRISA, the first open-end core fund and one of the largest in the U.S.

Chris holds a degree in Finance with a specialization in Real Estate and Urban Economics from the University of Illinois Urbana-Champaign.

Experienced Team

0+ years

In-Depth Industry Experience

Our principals have been active in the multifamily real estate industry for over 29 combined years

$0

Billion+

Investment & Development Volume

The Oakdale team has been instrumental in executing multifamily real estate transactions totaling more than $1.2 billion

$0

m+

Investor Capital
Raised and Invested

Our extensive experience includes raising real estate investment capital from institutions, high-net-worth individuals, and family offices.

0+

units

Acquired and Developed

Oakdale’s principals have acquired and developed over 8,400 multifamily units across 70+ projects

Our Company

Oakdale Capital is a premier real estate investment firm that focuses on value-add multifamily projects in the Midwest and Southeast.

Based in Chicago, the executive team collectively has nearly 30 years of investment experience acquiring, developing and managing over $1 billion of transactions totaling over 8,400 multifamily units.

The Oakdale Difference

Institutional Discipline
As fiduciaries, we prioritize our investors’ interests above all else, ensuring transparency, accountability, and alignment by investing significant capital alongside our partners.

Data-Driven Judgement
We combine our institutional best practices with data-driven decision-making at every stage—from market selection and underwriting to rigorous due diligence and asset management. By leveraging proprietary research and analytics, we uncover hidden value and deliver results that exceed expectations.

Impactful Stewardship
We don’t just manage assets—we elevate them. By combining hands-on operational aptitude with a commitment to creating vibrant, thriving communities, we deliver financial returns and meaningful impact.

Oakdale Capital

the story behind our name

Oakdale means, literally, a broad valley full of oak trees. But the name means much more to us than the dictionary definition. Oakdale Avenue in Chicago, Illinois is the birthplace of our business. Oakdale Capital’s first multifamily project is located on West Oakdale Avenue and represents the idea that every new venture begins with a first step, which is often the hardest. To us, the name serves as a consistent reminder of the importance of family, independence, and aspiration as we grow and evolve our organization over time.

Experienced Team

29+ years

$1.2 Billion+

$150m+

8400+ Units

Investment & Development Volume
Investor Capital Raised and Invested
Acquired and Developed
In-Depth Industry Experience
Will Thompson, Founder & CEO

Will Thompson

Founder & CEO

Will is the founder of Oakdale Capital and focuses on capital raising, acquisitions, development, asset management, and investor relations.

Before founding Oakdale, Will was the Co-Founder and Managing Principal at Fairlawn Capital, where he focused on project underwriting, deal execution, capital sourcing, asset management, ground-up development, project management, construction, property operations, and investor relations. Will personally oversaw the acquisition and development of over $500 million of real estate assets and was a main driver of growing the company to over 5,000 units and 130 employees during his tenure.

Will’s real estate background also includes practicing law with a focus on development, financing, and leasing.

Will holds a Juris Doctorate from the University of Maryland Francis King Carey School of Law, where he also served Associate Editor of the Maryland Law Review. He also earned an MBA from the University of Illinois at Urbana-Champaign and a BS in Accounting and Finance from Villanova University School of Business. Will played football at Villanova and was a member of the 2009 Division I FCS National Championship team.

Chris Apostal, Partner and CIO

Chris Apostal

Partner & CIO

Chris Apostal leads Oakdale Capital’s investment strategies across acquisitions and capital markets.

With 17 years of experience across institutional platforms and entrepreneurial private equity firms, Chris has developed extensive expertise in real estate investment. Over the past decade, he has focused on multifamily acquisitions, completing $567 million in transactions across eight states.

Previously, Chris served as EVP of Acquisitions at Tricap Residential, where he directed investment strategy, built and led the acquisitions team, and closed over $200 million in transactions. Before that, he was a key member of the acquisitions team at The Laramar Group, helping deploy a $500 million fund strategy and completing approximately $237 million in transactions. Earlier in his career, Chris was part of the asset management team at PGIM, overseeing a 70+ asset portfolio spanning all major property types for PRISA, the first open-end core fund and one of the largest in the U.S.

Chris holds a degree in Finance with a specialization in Real Estate and Urban Economics from the University of Illinois Urbana-Champaign.

Career Opportunties

You could be a great addition to the Oakdale Capital team!

Whether you’re just beginning your career or taking it to the next level, we’re always on the lookout for highly-motivated and skilled people. Oakdale Capital offers competitive salaries in a family-oriented environment, and great benefits with opportunities for advancement.