Advanced Tax Strategies | PPhREI Network Roundup | 10-15-2023

by The Darwinian Doctor

In this PPhREI Network roundup, we discuss some advanced tax concepts, how to make decisions about selling your house, and the allure of individual stocks.

Carpe Diem MD

In this post, Dr. Cook talks about the 1031 exchange, which is a way to delay taxable gains with real estate property. Just like all IRS programs, its purpose is to promote commerce. In this case, the 1031 exchange promotes trading one piece of real estate for another. Along the way, this exchange creates a ton of transactional costs that add to the economy.

It’s also a way to avoid depreciation recapture when you’re selling a property that you’ve already harvested depreciation from via a cost segregation. (These concepts are a little advanced, but they’re also pretty powerful.)

Read the entire post on the Carpe Diem MD blog: 1031 Exchange vs the “Reverse” 1031 Exchange

The Darwinian Doctor

In this post, I talked about a common scenario for doctors who choose to buy a house during residency. If you end up getting a job in another city or state (like 45% of all residents), what do you do with your old house?

Although I was a few years out from the end of residency, my family faced this decision when we recently moved from Los Angeles to Memphis. In this post below, I review a framework to consider this decision, based on 3 categories:

  • Basic Financial Questions
  • Investor Questions
  • Crystal Ball Questions

Read the entire post here: Should Doctors Sell or Rent Out Their Old Homes?

The Prudent Plastic Surgeon

In this post, Dr. Frey talks about the allure of individual stocks. This is a topic near and dear to my heart. I spent a couple years investing in individual stocks myself and became fairly convinced of my innate genius in this arena. My stock picks did amazingly well (until they didn’t). As it turns out, I was just investing in a time when the entire stock market was kicking butt.

This is one of the issues that Dr. Frey addresses in his post: 5 Reasons that Active Investing in Stocks is So Darn Attractive Even Though It Doesn’t Work


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