Prediction Didn’t hold up AI assessment confidence: 95% certainty 4/5 debate potential 3/5

Stephen Keery expects the Biden administration to eliminate the step-up in basis.

Stephen Keery · Why Property Investors Never Pay Tax — And Now I Don't Either · Jul 20, 2021 · at 28:52

Real estate investor Stephen Keery discusses estate tax planning and anticipated US tax law changes around inheriting property.

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“So actually passing on was actually a good way to get a new basis. That is very likely to change as well under this administration.”

quote is from the automated transcript, cleaned for reading: filler sounds and stutters are removed, nothing is rephrased. names can be misheard (the analysis reads context, assessments check outside sources). how →

More from Stephen Keery

Insight
Stephen Keery equates founder secondary liquidity to securing an insurance policy.
“Taking a secondary sort of like an insurance policy. Like you don't want to cash out your insurance policy. You pay it because you should have it. You don't want to use it. And for me, selling some of those shares just meant that if things went bad, at least I…”
Stephen Keery Jul 20, 2021 ▶ 7:52 Why Property Investors Never Pay Tax — And Now I Don't Either
Insight
Stephen Keery says investors block major secondary liquidity to ensure founder commitment.
“Investors are coming in and they're putting good money in. You can't be pulling out too big a chunk of your equity because They want that skin in the game.”
Stephen Keery Jul 20, 2021 ▶ 8:39 Why Property Investors Never Pay Tax — And Now I Don't Either
Insight
Stephen Keery recommends house-hacking multifamily properties with FHA loans to eliminate rent.
“Buy a duplex or a fourplex with an FHA loan, live in one of the sides, rent out the others. If you do that right, you can generally live rent free. You basically eliminate your rent. You know, your FHA loan, you need 3.5% down.”
Stephen Keery Jul 20, 2021 ▶ 18:14 Why Property Investors Never Pay Tax — And Now I Don't Either
Prediction Not checkable as stated
Stephen Keery predicts inflation will erode 30-year fixed mortgage debt.
“If you look as well, like the government's printing massive amounts of money, right? So if you can get a fixed 30 year interest loan, what will happen is I believe in 1015 years, you know, you're going to see some amount of inflation. So even if the property d…”
Stephen Keery Jul 20, 2021 ▶ 19:35 Why Property Investors Never Pay Tax — And Now I Don't Either
Disclosure
Stephen Keery uses margin loans against his equity to avoid taxable events.
“So my next thought is I'm not going to sell more shares, but I am going to get a margin loan because a loan, it's not a taxable event.”
Stephen Keery Jul 20, 2021 ▶ 23:16 Why Property Investors Never Pay Tax — And Now I Don't Either
Insight
Stephen Keery limits margin loan borrowing to 25% to prevent margin calls.
“So if they lend you 50%, Don't take 50%. Take like 25%. Have a threshold so you're not forced to sell the shares.”
Stephen Keery Jul 20, 2021 ▶ 25:03 Why Property Investors Never Pay Tax — And Now I Don't Either
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