The reason why most investors fail is because they are not properly capitalized.

I would appreciate any knowledge share, or tips and advice on where to gather information to properly estimate for such a project. 

Your intermediary must be in place prior to the closing of the sale to provide the proper documentation.

There are going to be three levels of addressing this 1) things you can simply go there and do anytime (pick up pet waste and throw it away) 2) things you can do given proper notice (enter the unit and inspect, repair damage etc) and 3) things you can only do given proper process/procedure (notice to vacate, increase rent etc.)

I appreciate your recommendation to proceed with caution, as investing without proper research indeed carries inherent risks.Thank you and best of luck, as well!

I’ve been investing in the Tampa Bay area for over 20 years, with around 30 rentals myself, and it’s always inspiring to see folks like you diving in with such focus on cash flow.It’s amazing how buy & hold can really shift your lifestyle—I actually started out similar to you and eventually left my day job to focus on real estate full-time.

However, they only work if properly used.

But any company that properly creates and maintains a liquidity sleeve like I described above, is going to be able to honor its commitments. 

That can work for a lifestyle buyer but isn't ideal for an investor.

Think about the condo lifestyle and what that entails.