To streamline the process, I want to ensure applicants qualify before scheduling a viewing.It would be beneficial to implement an AI-based system to consistently and efficiently ask prospective tenants the pre-screening questions I currently ask repeatedly.

And for an OOS, I always advise to keep things simple at start, don't get greedy, go for quality and consistency, then work on maximizing monetization later. 

Once you have a consistent amount of income from your business for 2 years where you can afford to buy a primary, then I would look into house hacking.

To win the STR game, especially if you're a new entrant, the most important aspects are 1) Amenities2) Location3) Property type4) UniquenessAll are geared toward you standing out on Airbnb/VRBOHot tubs, fire pit, bowling alley, pools etc. or being in the best location in an area as well as being to host a large group are all things to help you win.

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

You said you are new to real estate investing but you have a background in residential real estate - what does the background consist of?

Henry on the Teak wood and lumber aspect.. what is the growing cycle for the hardwoods to become merch ? 

It often takes living and breathing the industry around the clock for a few years before you start seeing consistent returns.

The BRRRR strategy is doable for a newer investor, but it requires a lot of effort, consistency, and hands-on involvement—it's not exactly a passive way to invest.Whichever route you choose, if you're taking on the bulk of the work to analyze deals and select the best ones, it’s important to ensure your partnership reflects the time and energy you’re putting in.

We are in a small market so we were very surprised to consistently fill 4 and now we are looking to do 4 more.