Our Team

A constant pursuit of emerging markets up and down the West Coast and an eye toward the next opportunity define Dave Enslow’s 23-year career in real estate investment. He founded Timberlane in 2011 with a dedication to “missing middle” housing efforts and a commitment to community engagement while growing a business.

Dave’s passion for acquisitions combined with his expertise in asset and construction management have driven compelling returns. While Dave is largely focused on multi-family housing, the portfolio has expanded to include boutique hotels and other alternative investment projects, including an investment in Seattle Pottery Supply which reinvigorated the nearly 50-year-old landmark and linchpin of the Seattle ceramics community.

A Washington State native and University of Washington alum, Dave lives in Seattle with his wife and three children and dedicates his free time to nonprofit work, such as serving on the Path with Art board, and spending time with his family skiing, woodworking, fishing, and sailing.

John Chaffetz has more than 18 years of experience as an investor, first on Wall Street and later as a co-founder and principal of Timberlane. He started his career at Morgan Stanley, where he initially focused on the fixed income, private equity, and commodities markets. In co-founding Timberlane, John turned his attention to real estate, bringing an institutional approach to investing and underwriting to the team.

John’s seasoned perspective is a key strength in Timberlane’s investor relations, market analysis, structuring, underwriting, and risk mitigation. With an eye for design, he also oversees the firm’s hospitality projects and enjoys adapting higher-design concepts to the multi-family context.

John has been active in civic and charitable endeavors for some time, most notably as a founder of the Neighborhood Investment Company, a startup exploring ways for lower income renters to build financial equity in local real estate. He also serves on the advisory board of Palisociety.  John lives with his family in the Mount Washington neighborhood of Los Angeles, and is the father of two, a pilot, and an avid cook. John is a graduate of Harvard College.

Jake Leibsohn joined Timberlane in 2023 as a Partner to help grow its multi-family portfolio.  Jake’s primary responsibility is to oversee all aspects of Timberlane’s Fund vehicles, raise private and institutional equity, and lead financing efforts.

Prior to joining Timberlane Partners, Jake Leibsohn served as Senior Vice President and Managing Director of Northmarq’s Seattle based regional office. While at Northmarq Jake was one of the firm’s top performing mortgage bankers, consistently finishing within the top 10 nationally. Throughout his time at Northmarq Jake originated more than $1.6 Billion worth of debt and equity, including over $375 Million for Timberlane Partners alone.  In 2021 Jake was recognized by Connect Commercial Real Estate magazine as one of the Top Mortgage Bankers in Seattle.

Jake holds a Bachelor of Science from the University of Oregon’s Charles H. Lundquist College of Business where he studied Finance and graduated Magna Cum Laude.

Jon is responsible for sourcing acquisition opportunities and joint venture partners at Timberlane, as well as providing valuable executive counsel and leadership drawn from his extensive 35-year career in the industry.

As the former leader of CBRE’s Seattle multi-family investment sales office, Jon brings a wealth of experience to his new role, having closed more than 1,188 apartment and land transactions, comprising more than 160,000 units with an aggregate value exceeding $27.2 billion throughout his career.

He has received countless accolades over his career, including being named “Top Broker” (2020) by commercial real estate news group Connect Commercial Real Estate News and “Power Broker” by commercial real estate source CoStar (2006—2019).

As Director of Acquisitions, Tad is responsible for all acquisition functions for Timberlane’s Fund vehicles that target existing multifamily assets. This includes deal sourcing, capital structuring, and relationship management.

Tad has worked in institutional real estate investment management since 2011, having closed more than $7B in transactions including acquisitions, dispositions, and equity commitments for development joint-ventures. He has extensive transactions experience in all real estate product types but specializes in multifamily investments. Prior to Joining Timberlane, Tad spent six years at Security Properties where he was responsible for deal sourcing in new territories for the Seattle-based apartment operator. Tad played a meaningful role in the company’s growth in Denver, Nashville and Austin markets having overseen the acquisition of more than 4,000 units. Prior to Security Properties, Tad spent six years at BentallGreenOak (formerly Bentall Kennedy) and sat in the company’s Chicago office where he acquired assets on behalf of the firm’s primary NCREIF-core fund, as well as its separate account institutional clients. In this role, he was responsible for transactions of all real estate product types, with a primary focus on acquisitions in Texas and Midwest markets.

Tad holds an BA in Business Administration from University of Puget Sound, through the school’s selective Business Leadership Program. Tad lives in Seattle’s Greenlake neighborhood and enjoys frequent walks around the lake. Tad and his wife, Liz, are avid road trippers and enjoy exploring the Cascadia, Mexico, and everywhere in between.