A selection of major transactions across Chicago, Las Vegas, Alabama, and the Northeast — demonstrating a consistent 35-year track record across every asset class and market cycle.
2017 – Present · Alabama
Hilton Portfolio — Alabama (4 Assets)
Hampton Inn Mobile · Hampton Inn Daphne · Hilton Garden Inn Daphne · Homewood Suites Daphne
$46M acquisition. $32M senior debt via Varde Capital, $14M equity. Served as Hilton Franchisee. Closed $29M fixed-rate CMBS loan with Citi Bank in February 2020 — locking in historically low rates immediately before the global hospitality market shift.
2005 – 2012 · Chicago, IL
Randolph Tower — 188 W. Randolph St.
47-Story Gothic Revival · Chicago Loop
Secured for $10M via stalking horse bankruptcy bid. Complex financing: $30M TIF + $20M Federal Historic Tax Credits + $44M municipal bonds via Bank of America. Converted to 346 luxury units. Today valued at $300M+ with 90%+ occupancy.
Est. current value: $300M+
2005 – 2007 · Chicago, IL
Chicago CBD Office Portfolio (1M+ SF)
Old Colony · Plymouth · LaSalle Atrium · 330 S. Wells · 1140 N. LaSalle
Controlled 1M+ SF across five buildings in Chicago's Central Business District. Included the Old Colony (Holabird & Roche, 1894), Plymouth Building (1927), and LaSalle Atrium. Portfolio-wide dispositions executed in 2006 at peak cycle — all at significant profit.
All exited at significant profit · 2006
2004 – 2006 · Chicago, IL
Rainbo Village — 4836 N. Clark St.
Clark & Lawrence · Chicago
$50M mixed-use flagship: 127 luxury condos/townhouses + 15,000+ SF retail on 2.5 acres. Senior debt via Ohio Savings Bank; $5M mezzanine via ING Realty Partners. Named "Best Mid-Rise Condo" in Chicago by New Homes publication (2004).
$50M project value · Best Mid-Rise Condo 2004
2005 – 2007 · Gold Coast, Chicago
1140 North LaSalle Street
250-Unit Condo Conversion · Gold Coast
$19.7M acquisition. "As-Is" condo conversion of 250 vintage units. Equity partner: Weyerhaeuser Realty Investors ($3.65M). Total exit value approximately $30M — delivered strong risk-adjusted returns by eliminating construction risk.
~$30M exit value
2021 – 2024 · Pawtucket, RI
Pawtucket Memorial Hospital
390,000 SF Campus · Veterans Housing Vision
Acquired from Care New England at $500K after 18-month regulatory review. Master-planned $70M Veterans Housing & Education Center with 200+ apartments. Sold for $11M — a multi-fold return — validating Lockwood's social impact development model.
$500K → $11M exit · Multi-fold return
2000 – 2006 · Multi-State
Lehman Brothers JV — 54 Marathon Stations
IL · WI · IN · MI
Joint venture with Lehman Brothers to acquire 54 Speedway Super America gas stations from U.S. Steel. Re-branded all 54 locations to Marathon. Sold to independent dealers. $50M transaction value.
$50M transaction value
2022 – 2025 · Marion, IN
Five Points Mall (Marion Mall)
350,000+ SF · Veterans College Concept
Acquired underperforming mall and master-planned a first-of-its-kind Veterans College campus with vocational training, on-site housing, and refreshed retail. Municipal approval secured. Sold at profit in 2025 — validating the social impact development model.
Strategic sale at profit · 2025