Brookmoor Advisory

Brookmoor Advisory

Real Estate Deal UnderwritingAcquisition SourcingCustom AI Infrastructure

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Overview tab of the New York office-to-residential model in a spreadsheet: property illustration, total project cost $102.2M, yield on cost, common equity IRR, preferred equity IRR, exit value, capital stack and returns by tranche
Overview tab of the Boston ground-up development model

Underwriting & Financial Models

Bespoke acquisition, development, and refinance models that go beyond Excel. I combine technical modeling expertise with practical investment experience to evaluate deal economics, challenge assumptions, and identify opportunities to improve returns.

What we build
Bar chart: a $72M capital stack ($60M senior loan and $12M mezzanine loan) against a $55M estimated market value, leaving a $17M value gap where the loan balance exceeds value

Acquisition Sourcing

Through targeted research and financial analysis, we identify properties facing refinancing challenges, upcoming loan maturities, and capital structure distress—connecting investors with opportunities to acquire quality real estate at attractive valuations.

How the research works
AI assistant workflow: monitor new listings, screen against the buy box, run initial underwriting, generate a summary and draft broker outreach, with a list of new opportunities scored 92, 88 and 81

AI Infrastructure

Comprehensive AI audits that identify opportunities to significantly improve efficiency, informed by how other real estate investors and developers are leveraging AI. I help clients implement tailored AI solutions, including custom AI agents that automate workflows, streamline operations, and enhance deal sourcing and underwriting.

Explore AI solutions

Andrew Diamond, Principal

Development Associate at a Boston real estate developer; before that, real estate acquisitions at a family office. Columbia University, M.S. in Real Estate Development.

About

The next decision on your desk

Send the property type, the decision and the deadline. I reply within one business day.

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