We are currently using Lodgify PMS to manage our 5 STRs but one big missing feature is the ability to send a SMS to our cleaners on bookings, cancellations and day before checkouts.  

Your journey from musician to actuary and now to REI is quite remarkable, and it’s clear that you’re bringing a wealth of knowledge and analytical skills to the table.As a fellow investor here in Conroe/The Woodlands area, I can relate to the excitement and the eagerness to learn and grow within this field.

@Luka MilicevicYeah it is increasingly difficult, but I do have an appreciation for the resiliency and ability for our generations to get creative. 

Doing some research in 2-3 states and wondering what are the best areas in your state to look at properties for purchase that would encompass most of these:-Ability to get a few acres (don't need 100, but say 3-5)-Home that can come with land suitable for small hobby farm/homesteading type stuff (couple of horses, maybe small garden, etc.)

It depends on your appetite and financial ability to carry out the post-purchase fight.

It may be worth looking into getting some sort of partner that has greater access to credit or loan ability.

From my experience, if your rental is priced correctly, is listed on zillow and you are responsive to inquiries with the ability to show the property hiring a real estate agent is not necessary. 

THE MOST IMPORTANT THING I LEARNED ABOUT SALES IN 45 YEARS IN REAL ESTATEI, like most people, thought exceptional success in a sales field was due to a unique ability of an individual to somehow “connect”, “convince”, or “persuade” people to purchase the product or service the salesperson was selling.

Start by sending them a bill and demanding payment in 30 days.

You will know automatically if the lender is trustworthy based on client remarks and closings.