1031 Leasehold Improvement Exchange — Built Across Four Functions
Holding Tax, Legal, Transaction Management and Development to one sequence and one calendar — the alignment that makes a well-documented structure executable at institutional scale.
The Opportunity
For a REIT holding assets at scale, deferring taxable gains frees up significant capital — but executing that programmatically requires careful cross-functional coordination. The leasehold improvement exchange, pairing disposition proceeds with development activity, is well documented in the 1031 literature and rarely executed at institutional scale. The obstacle is almost never technical. It is that no single function can execute it alone.
The Work
We led the structure end to end, and the work was primarily alignment and the financial modeling required to carry it to the board and the executive committee. Tax, to establish the treatment. Legal, to paper a structure with few institutional precedents. Transaction Management, to sequence dispositions against identification windows that do not move. Development, whose construction timelines had to answer to a tax deadline and a delivery date. Every function had a legitimate reason to prefer the conventional path. Our job was to hold all four to one sequence and one calendar within the capital plan.
The Outcome
The exchange executed as designed, converting disposition proceeds into funding for the development pipeline. For a REIT, that distinction matters structurally: a large recognized gain becomes a distribution requirement rather than retained capital, so the choice between recognizing and deferring is a choice about how much of your own balance sheet you get to redeploy. More durably, it established a repeatable approach — and a template for how these four functions work together to achieve capital efficiency and yield optimization.
Different problem, same approach.
Most engagements look nothing like the case studies above — but the diagnostic and execution discipline carries across contexts. The first conversation is always to understand yours.