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All Forum Posts by: Joseph Calabrese

Joseph Calabrese has started 2 posts and replied 4 times.

Post: Worried I won’t be able to get in the market

Joseph CalabresePosted
  • Rental Property Investor
  • Brooklyn, NY
  • Posts 4
  • Votes 2

@Isaac Gwin I can completely relate to this feeling. I’m just getting started and have been mostly focused on stock investing prior. Here’s what I would say. The most important thing here is that your are focused on investing at such a young age. That’s great. I would try to kind of block out the macroeconomic predictions you hear and focus on finding an investment that makes sense with your goals whether it is a house hack, a rental or whatever you are looking for. Find something where the numbers make sense and buy it. There will be a recession at some point and property prices will go down but then you can just buy some more. And if you are renting the place out who cares what the implied value is for the couple years during the recession anyway. Basically focus on the deals themselves not the macro forecasts. That’s what has worked for me in the stock market and that’s the attitude I am trying to bring to real estate.

Post: Buying out half a house

Joseph CalabresePosted
  • Rental Property Investor
  • Brooklyn, NY
  • Posts 4
  • Votes 2

@David M. Thanks for reminding me about sec 121 I wasn’t considering that.

Post: Buying out half a house

Joseph CalabresePosted
  • Rental Property Investor
  • Brooklyn, NY
  • Posts 4
  • Votes 2

My in laws have a 4 BR in a rapidly appreciating area on the outskirts of the DC metro area. They want o move to Florida and don’t have enough capital to keep that property and buy a new place. I want to buy 50% of it from them so we can keep the place, they can keep their place and I can invest in a solid property. How would you structure this deal?

Post: Can rental property depreciation offset 401k withdrawal income.

Joseph CalabresePosted
  • Rental Property Investor
  • Brooklyn, NY
  • Posts 4
  • Votes 2

I am 32 and just bought my first rental property with my brother. It’s a duplex he lives on one side we rent out the other. My background is mostly stock investing (professionally and personally) but this first rental property purchase was fun and I have been rabbit holing super hard on all the benefits of real estate ownership and I had a thought that I was wondering if anyone has some insight on. I invested heavily and early in my 401k and manage it all in single stocks and it has done very well and is my biggest asset by some margin. Hopefully this continues through my career. If you end up with a very large pre tax retirement account when you can first withdrawal at 55 and you have a portfolio of rental properties you purchased with after tax money and you make sure to qualify as a real estate professional.... could you then do cost segregation analysis in your portfolio and run up your depreciation as high as possible (maybe buy some more properties and do the same) in order offset all or most of the tax on the 401k withdrawal? Not a pertinent issue obviously given my age but just spitballing here.