Need advice. I own two buildings. My primary residence with a mortgage of 600k and 3% interest rate and an investment property with a mortgage of 500k and interest rate of 7%. Barring any emergencies, I could pay off the mortgage on the second property within a year. I make about $1000/month of the investment. A friend of a friend is selling a building. If I buy that building, I would be making a profit of about $1500 a month. Should I pay off the high interest mortgage or add another property?

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So many variables to consider here. 1) Why is your friend selling a cash flowing building? Especially in these times, if the deal sours things we will be contentious. 2) Not sure what your risk tolerance here is, but if you believe a crash is coming why not pay off the mortgage, clear that debt and when the market tanks buy in a position of power vs being over leveraged. 3) what type of buildings are we talking here?

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Then keep it rolling, really just risk tolerance at this point. Again, personally I’d finish off the mortgage as I do think there will be a downturn and prices will go down in the future (not speculating a massive crash but just the cyclical downturn). But prices may not go down and if you can handle the payments then you’re doing well. For an extra 500 a month though, it’s not really worth the thought or work in the short term, but if your goal is to build a portfolio then it’s probably the right move

Because it seems you are a high earner, id pay off the first investment before buying a second. Because it is easy for you to do (i.e., the 1 year you mentioned)

An attorney is such a specialized skill set that if something happens that affects your ability to practice, you want your properties paid off

But this is just my thoughts for what i would do
Not what you should do. Thats up to you

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Contd. I would have to take out a mortgage of about 600k on the third property with a rate around 7%.

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