The Newsletter Professionals and Veterans Actually Read
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Avoiding Boot in a 1031 Exchange: The Tax Surprise That Catches Careful Investors Off Guard
You can execute a flawless 1031 exchange, hit every deadline, use a Qualified Intermediary correctly, reinvest every dollar of your proceeds, and still get a tax bill you weren't expecting.
It's called boot. And the version that catches careful investors off guard isn't cash they took at closing. It's debt relief. Sell a property with $400,000 of debt, exchange into one with $200,000, and that $200,000 reduction can be taxable even though you never touched a dollar yourself.
New article breaks down both forms of boot, how debt replacement actually works, when a partial exchange is a smart, deliberate choice, and the checklist to avoid surprises.
7 Signs It Might Be Time to Sell Your Investment Property (And What to Do Next)
Your rental property hasn't changed. You have.
That's usually the real story behind "should I sell my rental property." Not a market shift, a life shift, dread over the phone ringing, equity that's outgrown its performance, a plan that was built for a different season of life.
New article walks through 7 honest signs it might be time to sell, the myths that keep people holding on too long, and what to actually do with the proceeds if you decide to move forward.
Recognize a few of these signs in your own situation?
ExchangeRight Fully Subscribes $26.95 Million Net-Leased All-Cash 19 DST: What the Debt-Free Trend Means for Your Exchange
A $26.95 million debt-free DST just closed, backed by a 20-year master lease guarantee and tenants like Fred Meyer, Hobby Lobby, and Verizon.
It's already fully subscribed, so this isn't a pitch to chase it. But the structure is worth understanding: no leverage, necessity-based tenants, and a multi-path exit strategy offering cash-out, 1031, and 721 exchange options, with the sponsor stating plainly there's no guarantee those outcomes actually happen.
New article breaks down what this offering reveals about current investor demand and the questions worth asking about any similarly structured DST.
DST vs. Direct Property in a 1031 Exchange: Which Replacement Strategy Actually Fits Your Life?
Same tax deferral. Two completely different lives afterward.
A DST and a directly owned replacement property can both satisfy your 1031 exchange. The IRS doesn't care which one you pick. Your calendar, your stress level, and your retirement plan absolutely do.
New article breaks down the real tradeoffs, control versus passivity, leverage versus liquidity, concentration versus diversification, and the honest questions to ask yourself before choosing either path.
What Is a Delaware Statutory Trust (DST)? The Passive 1031 Exchange Option Most Property Owners Don't Know About
You can be done being a landlord without being done owning real estate.
That's the entire idea behind a Delaware Statutory Trust, a 1031-eligible structure that lets you exchange out of a property you're actively managing and into a passive, fractional interest in institutional-grade real estate. No tenant calls. No maintenance emergencies. Still real estate. Still deferred capital gains tax.
It's not for everyone; it's illiquid; it's for accredited investors, and it comes with real risk like any investment. But for the right investor at the right stage, it can be the difference between staying in the job of managing property and actually stepping into retirement.
New article breaks down exactly how DSTs work, who they fit, and what to watch for.
Wondering if a DST fits your exit?
The Quiet Reshaping of the California 1031 Exchange — What AB 1611, the State Clawback, and the DST Trend Actually Mean for You
"1031 exchanges are dead in California." I've heard that sentence a dozen times this year. It's not true — but the real story is more interesting than the headline.
AB 1611 targets large corporate landlords with 50+ single-family homes. If that's not you, your 1031 strategy is still fully intact. The rule that actually deserves your attention is one that's been around for years: California's clawback provision, which tracks your deferred gain even after you exchange out of state.
New article breaks down what AB 1611 really covers, how the clawback rule works, and why more California owners are taking a serious look at DSTs.
Capital Gains Taxes on Selling Investment Property: What You'll Actually Owe (And How to Plan Around It)
Most investors underestimate what they'll actually owe when they sell a rental property. Not because they're bad at math… because nobody told them about depreciation recapture.
You took the deduction every year you owned it. Fair enough. But when you sell, the IRS wants a piece of that back… at a rate that's often higher than your regular capital gains bracket. Add state tax and a possible net investment income tax on top, and the number can be bigger than the online calculators suggest.
New article breaks down exactly what layers of tax apply when you sell, and the strategies… 1031 exchange included… that can help you defer them.
What Qualifies as Like-Kind Property? The 1031 Exchange Rule Most Investors Get Wrong
"Like-kind" doesn't mean what most people think it means.
I've talked to investors who walked away from a 1031 exchange because they assumed a rental house couldn't be exchanged for a share in a commercial property. It can. I've also talked to investors who assumed their vacation home qualified. It usually doesn't.
The rule isn't about matching property type. It's about matching purpose, investment or business use, on both sides of the transaction.
New article breaks down exactly what qualifies, what doesn't, and the questions to ask before you assume either way.
Not sure if your property qualifies? Let's find out together.