I would strongly advise against it unless they are a true handyman, carpenter, plumber, electrician, etc.

When I look at the comparables over the last 3 months the average sale price is about $235 per square foot, which would put me only at a resale value of $495,000 ...not worth it.However, there are comps from January of 2022 through July of 2022 that strongly support $300 per square foot putting the resale price of the house at $630,000... totally worth it.My real estate agent, that I've  worked closely with for the last 4 years and have probably done about 15 deals with, ensures me she will definitely get $595,000 minimum for this property, and if I knew that for sure I would do the deal.

This collaboration underscores the importance of strong partnerships and local insights in identifying and negotiating profitable real estate opportunities.

This collaboration underscores the importance of strong partnerships and local insights in identifying and negotiating profitable real estate opportunities.

This collaboration underscores the importance of strong partnerships and local insights in identifying and negotiating profitable real estate opportunities.

Would you want a conventional loan that will be based on your credit and debt to income ratio, or do you want a DSCR loan solely based on the deal you have?

It's smart to invest when you're financially strong enough to not need to do anything, but always could.Florida is literally the definition of a falling knife in some pockets. 

Given your situation and concerns, here's a breakdown of considerations and advice:Pros of Renting Out Current Home and Buying a New Primary Home:Living Condition Upgrade: Moving to a larger, newer home with boutique features can improve your living space.Rental Market: West Town in Chicago generally has a strong rental market, which could provide good rental income from your current home.Portfolio Diversification: Adding another property to your real estate portfolio can enhance diversification and potentially increase long-term wealth through property appreciation and rental income.Cons and Concerns:Interest Rate: The current interest rate of 7% on a new mortgage is high, and there's uncertainty about future rate decreases.

I responded to the review and contacted Airbnb support, who removed the review for being biased.Next Steps:I’m considering updating our Airbnb policies based on this experience and any advice you can provide.

You're asking a legal question based on your state's laws.