Our Approach


Committed to long-term growth, diversification, and strategic investments in the Pacific Northwest.


Our Story

Windy Point was established in 2000 with a primary focus on commercial real estate investments. Over the years, we have grown to hold a diversified portfolio of multifamily, retail, and office properties, predominantly in the Pacific Northwest. This region, known for its dynamic growth and resilience, continues to be at the heart of our investment strategy.

Our Investment Strategy

At Windy Point, we are committed to long-term investing. Our philosophy is built on three fundamental pillars that have supported our success over the past two decades:

  • Long-Term Vision: We aim for sustained growth and value over time, prioritizing investments that yield positive outcomes for the long haul.
  • Solid Foundation: Our approach is built on robust fundamentals, leveraging deep expertise, extensive experience, and unwavering integrity.
  • Diverse Portfolio: We believe in building a diversified portfolio to enhance performance and reduce risk.

These principles guide us not only in our real estate investments but across all categories of our investment portfolio.

Balanced Risk and Reward

We meticulously seek opportunities where the balance between risk and reward is appropriate. We avoid situations where risks cannot be accurately measured or priced. Our approach to risk is pervasive and active, incorporating ongoing assessment and management.

From an opportunistic perspective, we are open to considering investments with higher risk profiles, provided they align with our overall portfolio balance and can enhance risk-adjusted returns.

Beyond Real Estate

In 2008, we expanded our horizons with the formation of Windy Point Consulting. This division provides management consulting and strategic advice, especially for businesses undergoing transitions. Additionally, we engage in angel investing and directly managing some of our investments, always applying the principles that have guided our real estate success.

Continuity and Future Goals

Our investment portfolio has thrived under a “steady as she goes” approach. We believe that the principles and strategies that have successfully guided Windy Point to date will continue to serve us well in the foreseeable future. As we move forward, we remain committed to our core mission of long-term, sustainable growth, with a persistent focus on the vibrant Pacific Northwest region.

For more information or inquiries, please feel free to contact us.

About Us

Bob Wolfe

Managing Partner

Bob has more than 30 years of experience in investment banking, finance, and investment management. Since 2008, he has been the principal of Windy Point, LLC, a private investment and strategic consulting firm. He has served on numerous private and public company boards, and is currently on the board of directors for Toyota Ventures.

From 2002 to 2008, he was a partner at Northwest Venture Associates (NWVA), a venture capital fund that invested exclusively in companies based in the Pacific Northwest. Prior to his time at NWVA, Bob was president and chief operating officer of Toronto-based GT Group Telecom, which was Canada’s largest independent local exchange carrier.

He is currently a Director of the Washington State University Foundation and previously served as Chairman of Red Lion Hotels and on the boards of Symetra Insurance and Darigold as well as a number of other public and private companies.

He received a bachelor’s degree from Washington State University and a master’s degree in business administration from Pacific Lutheran University.


Matt Wolfe

Principal

With 15 years of experience as a design and technology consultant, Matt excels in helping new technology businesses find traction, grow, and deliver value. His expertise spans design, software development, new technology, and business operations.

At Windy Point, Matt leads the angel and venture investing initiatives, focused on sourcing and qualifying new business opportunities. He also owns Secretly Nice, a product design consultancy, and previously co-founded Thomas Street, a software development firm.

Matt holds a BA from Seattle University and has consulted for prominent companies like Equinix, Cisco, HTC, Microsoft, Capital One, MetLife, and Automattic.

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