Share your insights or perspective on the financial matter presented in the input.

Should I sell a 2nd home, or rent it out?
If it was me, I would sell the house and use the proceeds to work on/pay off the second.   You don't speak to your income, but it must be pretty darn healthy to convince someone to lend you ~$809K on two homes.  Given this situation, I am not sure what income I would have to have to feel comfortable.  I am thinking around 500K/year would start to make me feel okay, but I would probably want it higher than that. think I can rent out the 1st house for $1500, and after property management fees, take home about $435 per month. That is not including any additional taxes on that income, or deductions based on repair work, etc. So this is why.  Given that your income is probably pretty high, would something less than $435 really move your net worth needle?  No.  It is worth the reduction in risk to give up that amount of "passive" income.  Keeping the home opens you up to all kinds of risk.  Your $435 per month could easily evaporate into something negative given taxes, likely rise in insurance rates and repairs.  You have a great shovel to build wealth there is no reason to assume this kind of exposure.  You will become wealthy if you invest and work to reduce your debt.