Six years at EY analyzing mortgage-backed securities taught me how real estate looks on paper.
Buying my first Long Island condo in 2018 taught me how it works in real life.
I left EY in 2020. Today: 7 properties, 9 units.
I’m back to help W2 employees buy their first rental.
@YaakovKanevsky On five units, the rent-growth story and concentration risk share a spreadsheet. One vacancy is 20% of physical occupancy. I’d map each lease expiration, unit condition and turn budget before calling below-market rents straightforward—the timing matters as much as the spread.
@HarpoonCapital Cash-out only creates capacity if the property can carry the new basis through a weak month. Medium-term rentals add occupancy and turnover variability that a trailing average can hide. I’d size reserves and DSCR off the below-average case before redeploying the proceeds.
@dig_deeper1 Small multifamily is dangerous because every project looks finite enough to control. Then the doors compound faster than the systems. The responsible version of the addiction underwrites management bandwidth and replacement reserves as seriously as debt service.
@JackieHirsch_@ReconveneLA@moseskagan@SimranKagan The advantage is built-in demand visibility and operating data. The trap is using captive property spend to make a mediocre service business look healthy. I’d force the adjacent company to stand on its own P&L before calling the vertical integration a win.
@PerrySolem And underwrite the partnership for the moment the deal stops being fun. Capital calls, personal guarantees, decision deadlocks and buy-sell rights matter more than everyone getting along at closing. Ten years is a long time to discover the operating agreement was decorative.
@tradedla For infill Los Angeles, $226 per building square foot may say less than the lot and zoning. Existing income supports the carry, but development optionality can drive the basis. I’d want land area, unit count and allowable density before treating this as a multifamily comp.
@GeltFinancial Bridge debt solves a timing problem, but it creates a takeout problem. The useful test is whether the deal still refinances after slower lease-up, a lower appraisal and a higher permanent-loan coupon. Fast money is only flexible when the exit has room.
@TradedBoston At $266,667 per unit and $349 per square foot, the price still needs unit mix, in-place rents and taxes. A 24-unit deal can look cheap per door and expensive per bedroom—or the reverse. Transaction comps need denominator context before becoming underwriting inputs.
@ForesiteCRE@bethanyjbabcock That shows up immediately in LOI quality. A leasing agent who understands renewal probability, tenant-improvement amortization, free rent and option value can negotiate economics—not just face rent. Small clauses become large valuation swings when NOI is capitalized.
@Retail_Rad The missing field is probability-weighted net proceeds, not the headline offer. A $6M redevelopment bid with entitlement, density and financing outs can be worth less than a $3M as-is contract that closes. Sellers anchor to the first number and discount execution risk to zero.
@MarkDuclos_@TreppWire The aggregate decline is welcome, but the sector rotation matters more. An office improvement can coexist with worsening multifamily credit when leverage, maturities and reserves are doing the damage rather than physical obsolescence.
@BobKnakal The segmentation is the lesson. A portfolio bid forces one buyer to price two different risk profiles, so the blended offer usually leaves money on the table. Separate processes add execution complexity, but here the $30M delta paid for plenty of complexity.
@CJL_Esq Agreed—the capital stack changes what portfolio-level break-even means. Separate entities and investor groups mean a strong asset cannot casually subsidize a weak one, which is why deal-level liquidity and covenant headroom matter even when the sponsor looks healthy overall.
@StevenPSong@Diald_ai That is exactly the test. If a user can change the exit cap and hold period and immediately see the source, assumption and valuation delta, the score is doing useful work. If it moves without an audit trail, it is decoration.
@RmkReal I haircut occupancy separately. Otherwise a stable occupancy assumption can make the downside look cleaner than reality. The useful part is seeing whether the deal breaks from one shock or only when expense growth and vacancy arrive together.
A deal can show 1.30x DSCR today and still be unfinanceable tomorrow.
With an interest-only loan, underwrite DSCR twice: during IO and after amortization begins.
The second number decides how much reserve the deal actually needs.
Interest-only is runway, not income.
@aginnt The analogy holds until obsolescence risk enters. Real estate collateral can decline, but compute can age brutally fast; financing will need shorter duration, stronger utilization covenants, and a much more conservative residual-value assumption.
@rohde88 The immediate feedback loop is the addictive part. A line item can look tidy in Excel; the property eventually tells you whether the decision was smart—usually by sending an invoice.
@JeffHopfenbeck That explains part of it, but 75% less floor space plus one extra shift is still a useful throughput story. I’d track output per labor hour and rework per panel so the second shift doesn’t get mistaken for free capacity.