In order to do this you need to have deal flow and you need to know 1) How to recognize a good, profitable deal, 2) How to put together funds quickly to buy the deal before someone else does and in such a way where you are protected and the deal is protected, 3) How to run the project so that you follow the budget and don't overspend or overbuild, 4) How to attract an end buyer or a renter and which documents to use to protect yourself and the buyer, 5) If you are going to keep the property then you need to know how to set up the property from the start to best help you in the refinance later, and 6) You need to know how you are planning on managing the property from the beginning in order to make sure it will be profitable at the end.

Feel confident turning over management.

As for the rest of it, you can find a lot of useful tips on past forum posts along with podcasts and youtube material on the topic (BP and other RE sources).We've self managed STRs for a few years.

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

I personally think being a landlord in Chicago is easy and I have never had an eviction. 

Hello need suggestions/advice...own a business with property...Land next door was approved for Mixed Use Construction (Retail on bottom residential on top)..Construction has begunMy business is slow and is affecting bottom line..may need to relocate business and have developer build on my property...Would like to keep property and build same as next door(numbers will be easy to get including approvals) ...looking for investor ..Afterbuild units can be sold or rented...For exist plan total improvements $2.3+MPlease let me know thoughts....suggestions time sensitive..Thank you

My goal is to make this property available to insurance companies, disaster recovery specialists, and individuals displaced by fire, flood, or other catastrophic events.I am seeking guidance on the most effective approach to market this property, specifically:Recommended Insurance and Disaster Recovery ContactsAre there specialized companies that manage temporary housing for insurance claims?

Quote from @Jadon Grant: So, my business partner and I have run into a little bit of a roadblock.

That being said, I had competing issues. 1) my wife and I are buying a new primary residence (much to my chagrin), and 2) in december, we bought a condo rental that is currently being renovated (a much lighter project) and that process is also a little stressful.   

This guy has a lot of free content out there and I commend him for that.