Everything in option 1 except for 1:1 coaching. 3 coaching calls  per month and the ability to call/email him when you find a deal.Option 3: $2,995 for his course and a special deal of $1,997 if I made a decision on the phone.

That'll affect your pre approval and ability to buy. 

They need to have enough disposable income to where they are not dependent on a high return, they need to be adventurous, they need to love the idea of owning a property in Costa Rica, and they need to have a very high level of trust in you and your ability to manage a property well in another country.

@Lilia Very refreshing to see such a positive attitude and ability to bounce back, I am sure you will succeed in your investing journey

Monthly cash flow won’t get you there.You need to fit this to your family life and financial ability.  

My assumption is that it still will be better to purchase in my name (better loan terms, ability to put 20% or less down, and I'm already pre-approved) and move to an LLC, but this seems like a steep cost of doing business.

Sell too soon for tax reasons - and pull your hair watching this investment climb up while no longer in your portfolio.Harvest investment gains or losses.

When I started OOS investing in 2021, my realtor & property manager were the 2 keys to my ability to buy assets and take on the day to day management of the property.

As long as the location was in the path of progress, and the units themselves had already or the ability to add features like off street parking, in unit laundry, etc. 

With 4 properties in different location, you have 4 time more chance of RE appreciation.To maximize returns, leverage tax benefits like depreciation, mortgage interest deductions, or cost segregation while considering your ability to handle management demands and market fluctuations.