Having a completely separate credit card just for this purpose, and even if you don't go for a specific software yet, since you are still on your first building, actually being diligent about tracking in a spreadsheet will set you up for success.

I completely agree with the exterior property maintenance.

And regardless of whatever claims a company makes regarding the ranking of phone numbers, it's 100% not accurate and they are just trying to make it sound better.    

While this initial policy allowed me to secure conventional financing, I'm now in the process of planning and executing renovations to enhance the value and appeal of my home, with the goal of switching to a different insurance policy after completing the remodel and being refunded the unused portion of the escrow.

It sounds like you are placing into service as a rental a house that was previously a personal residence.Your basis is purchase price + improvements made to the house from purchase to the time it was converted into a rental.

Hi Zak-Great question.It sounds like your credit union is offering you a Home Equity Line of Credit as they do not expect principal payments and your primary bank is offering you a Home Equity Loan.Personally, I don't like having to pay on an equity loan unless I use some of it and only pay on the part I use.Although, this is a personal decision for you.If you make investments that provide enough cashflow to pay the principal and interest to your primary bank on the equity loan it doesn't really matter to you as others are paying it.Another consideration is the amount of dry powder available to invest.

I spoke to a real estate agent from Remax down there about plots in Secret Beach and it all sounds pretty great (probably too good to be true), so was hoping to hear from some fellow investors who’ve bought or looked into Ambergris.

At 20 years the tenant would own it, but not sure how to transfer the title when complete. 

If you're ok with this, it sounds as if you may be starting to outgrow your current tax advisor so it may not be a bad idea to seek someone else out either this year or next year.

and it sounds like you're building equity in your primary which is great.