Hello, I am currently in the middle of renovating my first house hack/deal.

Early Financial freedom will forever elude the person earning a middle class income, but who is unwilling to do some combination of quitting their job for something much higher risk/reward, like starting a business, drastically cutting back on expenses, etc.

Sell option: I could use the cash to help fund a house hack I am in the middle of.

Then in the middle of the rehab a tree fell in the roof.

Potential Middle Ground: Consider Renovating: Instead of selling, you could do a light renovation on the older property to increase its value and attract higher rent.

Go in during the middle of the week when it's not so busy, be nice and courteous and they'll help you out.

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One had been rented by the same couple for 7 years, one needed to be cleaned and some repairs, and the other had been in the middle of a remodel when the original owner died and his 4 daughters who couldn't agree on what day of the week it was decided to sell.Based on the square footage (2024) alone, I got a great deal. 85,500 with 10% down and 10% interest.

I bought our current house in the middle of a harsh winter because we were relocating and need to find a place. 

This might work in a strong sellers market, or it might make people wonder what is wrong with the property to be priced so low (and then don't bother to go see it).While I like to price my listings in the middle range of what I think the market will pay, there are (for now) still lots of new agents that don't realize when you've priced low to hopefully start a bidding war.