Real Estate

I often get asked a version of the same question by rental owners: “Should I refinance my rental to a shorter term to improve cash flow?” At first that sounds counterintuitive — shorter terms usually mean higher monthly payments — but the right combination of existing loan structure, interest-rate movement, and closing costs can make a shorter-term refi the smart move. Below I walk you through a numbers-first case study and a simple...

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I buy investment properties while keeping my financial markets exposure intact — and one method I frequently use is a mortgage ladder. If you're trying to acquire a rental property without liquidating stocks or funds, structuring debt across staggered mortgages (or credit lines) can free up cash flow, preserve long-term capital gains potential, and manage interest-rate risk. Below I walk through how I design a mortgage ladder, the trade-offs I...

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I’m often asked whether buying a home “makes sense” versus continuing to rent — and the honest answer I give is: it depends. The decision is rarely binary. What I aim to do here is give you a math-first framework to quantify the true buy‑vs‑rent opportunity cost using three core inputs: the mortgage rate, expected equity (stock/portfolio) returns on cash you don’t put into the house, and local rent growth. If you like numbers and...

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I underwrite dozens of value‑add multifamily deals a year, and the process often looks simple on a pitch deck and messy in the spreadsheet. If you want to convert a marketing brochure into a realistic pro forma, you need to interrogate the rent roll, model unit‑level capex with realistic phasing, and run stress tests that show how robust returns are to vacancy, rent growth, and economic cycles. Below I walk through the practical,...

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I’ve worked with many buyers who don’t have a permanent contract but still dream of owning a home. In this piece I’ll explain, from practical experience and market data, how to obtenir un prêt immobilier en CDD — what banks look for, which documents make the difference, and how to build a file that convinces an underwriter despite the absence of a CDI.Why lenders treat CDD borrowers differentlyAs soon as I review a loan file with a CDD...

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I underwrite office-to-residential conversions the way I underwrite any high-uncertainty real estate play: layer in conservative assumptions, build in optionality, and make sure the math holds up across a range of interest-rate and leasing scenarios. Converting offices to apartments can be an attractive path to capture housing demand, but it’s also a regulatory, construction and market puzzle. Below I walk through the practical steps I use —...

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I often get asked whether it's better to structure a 1031 exchange into a Delaware Statutory Trust (DST) or to buy replacement property directly. Both routes can satisfy the like‑kind requirement for a 1031 exchange, but they feel very different in terms of control, fees, cash flow, liquidity and exit paths. Below I walk through the practical trade‑offs I use when advising investors, with concrete comparisons and the kinds of questions you...

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When I first explored rental arbitrage, I treated it like a financial experiment: could I capture the upfront cash flow benefits of short-term rentals without the capital barrier of buying properties? The answer, with the right strategy and partners, was yes — and one of the most reliable ways to scale that approach has been to pair rental arbitrage with Airbnb Plus. In this article I’ll walk you through what works, what doesn’t, and the...

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When I underwrite a property with obvious deferred maintenance, the first question I ask myself is not “how much will the repairs cost?” but “how will the market re-price the asset?” Repairs matter because they affect cash flow, liability, and a buyer’s required return. In practice the market responds not only by reducing near-term NOI but by increasing the cap rate a buyer applies — a cap rate “haircut” that’s often larger...

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When I started evaluating office-to-residential conversion deals several years ago, I quickly realized they live at the intersection of three disciplines investors frequently underweight: zoning and land-use law, construction feasibility, and rent/market economics. You can't simply take a mid-rise office block, slap in some kitchens and call it a day. The devil — and the value — is in the details. In this piece I walk through the practical...

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