This step prevents us from wasting money on inspections if the seller is not willing to adjust the price.

How can I prevent them from listing the home? 

As a hard money lender who works with many investors in the Portland area, I can share some insights on maintenance costs for multifamily properties in this market, though individual experiences may vary:Lots of investors report a slight decrease in maintenance costs during winter months, bc of:- Fewer landscaping needs - Less wear and tear on HVAC systems (as heating is generally less intensive than summer cooling)- Reduced tenant turnover in winterWinter-specific issues can arise:- Potential roof repairs due to heavy rain or occasional snow- Gutter cleaning and maintenance to prevent water damage- Heating system repairs or maintenancePortland-specific factors:- The mild climate helps reduce extreme weather-related maintenance issues. - Older housing stock in some areas may require more upkeep. - Strict local regulations can also sometimes increase compliance-related maintenance costsCost-saving strategies I've seen help:- Preventative maintenance programs can help reduce overall costs obviously - Some investors report success with in-house maintenance teams for larger portfolios- Energy-efficient upgrades can help reduce utility costs in the long runYour specific costs will depend on factors like the age and condition of your properties, your management style, and the specific neighborhoods you're invested in, but hope this helps!

The data is pretty accurate on Air Dna, but you should still confirm with boots on the ground. 

But we will make that up with no state tax and every house has air conditioner/ Forced air :)That VA loan is valuable and sounds as tho it's no longer a dream,,, it's happening.

Hey Sean,I came across this post today as I am looking to get into the Air BnB/short term rental game.

My agent is not annoyed, I'm just trying to prevent that.

So I strive towards using Lodgify which is a standalone solution that hosts creating a web front, connectivity PMS Channel manager with seamless integration with air airbnb and booking.com. although the platform is very useful we are now seeking towards expanding to a new platform that can onboard us with more rental platforms، based on my research I found a channel manager by a company called Rategain, unfortunately we cannot integrate it seamlessly so the solution would've been to use automation software (Zapier) that can bridge both platforms.

In fact, it’s even easier to justify it with short-term rentals because if you indicate that you plan to rent it out to someone long-term, that would obviously prevent you from being able to use it as a second home. 

Having a list of the problems made by an expert might make it a little bit easier to make the decision do you want to tear it down or do you want to make it a labor of love and restore it like Grandma had it - maybe with an air conditioning system in it and Hardiboard on the outside, and new windows et cetera...