From Engineer to Real Estate Syndicator: Lucas Jensen's Multifamily & Condo Conversion Strategies

In this episode of The Wisdom Lifestyle Money Show, host Scott Dillingham speaks with Lucas Jensen, founder of Winter Capital, about his transition from a corporate engineering career at Microsoft to becoming a multifamily real estate investor and syndicator. Lucas shares how being laid off during the 2022 tech downturn exposed a critical weakness in his financial strategy—relying solely on employment income—which ultimately led him to pursue real estate investing as a path to financial independence and passive income generation.

Lucas explains the economics behind scaling real estate investments, noting that single-family rentals carry significant vacancy risk, while properties with 16 to 50 units offer better stability and cash flow protection. He discusses his current acquisition of a 50-unit multifamily property in Bremerton, Washington, strategically located near Puget Sound Naval Shipyard. This property caters to Navy personnel and contract workers supporting the shipyard's maintenance and modernization operations for submarines and aircraft carriers. The furnished rental units command premium rents of approximately $3,300 per month for one-bedroom units, with a consistent 97% occupancy rate and a regular waitlist of prospective tenants.

The conversation shifts to Winter Capital's innovative condo conversion strategy in the Pacific Northwest, where challenging landlord regulations in Portland, Seattle, and Tacoma have created unique investment opportunities. Lucas details how his partnership acquires 16-unit apartment buildings, converts rental units into individually owned condominiums, and sells them to families earning around 80% of the Area Median Income who struggle to achieve homeownership through traditional channels. This strategy leverages charitable down payment assistance programs and secondary financing positions to help buyers avoid private mortgage insurance while keeping monthly payments within $200 to $400 of their current rent. These projects typically run once per quarter, with investors participating for 9 to 18 months and receiving a 15% preferred annual return paid monthly, structured as non-equity mezzanine debt that prioritizes investor payouts before sponsors receive any proceeds.

Lucas addresses the regulatory environment that makes these conversions viable, explaining how tenant protection laws in Pacific Northwest markets have prompted many landlords to exit the multifamily space, creating acquisition opportunities at favorable valuations. He emphasizes risk mitigation through comprehensive insurance coverage, including a 10-year homeowner rider policy protecting converted units from future structural issues. The episode concludes with Lucas outlining the $25,000 minimum investment requirement for accredited investors interested in participating through 506(c) offerings, while highlighting the importance of investor-sponsor alignment and shared vision for long-term partnership success.