If Costa Rica gives more capital gains like you suggest (which I doubt given how pricey it already is), he's going to get them with his own property and he'll ba able to take advantage of it without needing anybody's consent.I think the question is whether you can lure a lifestyle buyer into seeing it as a better opportunity than if he'd own his own property. 

This benefit allows the owner’s estate or heirs to receive the property at a new, higher basis—reducing capital gains taxes if they choose to sell the property after inheriting it.In short, partial disposition allows tax deductions for retired property components during ownership, while the death step-up basis resets the property’s depreciated value, providing tax relief for heirs.

Wholesaling teaches you an extremely valuable skill in RE: How to find off-market deals.

Yes, any cash you take out of a 1031 exchange that isn’t reinvested into a like-kind property is considered “boot” and is subject to capital gains tax.

It's a valuable repair and boosts your ARV which is everything when doing a BRRRR. 

Maybe he'll learn a valuable lesson. 

However, this allowed me to gain initial experience and confidence without being overwhelmed by managing multiple platforms simultaneously.

It typically involves a person gaining access to remaining equity in a home that is subject to foreclosure.10. https://www.legalmatch.com/law-library/article/equity-stripping-lawsuits.htmlAcquisition: The rescue artist convinces the homeowner to transfer the title to their house to them as a way to avoid foreclosure.

Does this completely prevent the tax lien holder of getting additional gains after foreclosing? 

Even then, the IRS may scrutinize the transaction if it appears the intent was to immediately convert the property into a personal residence.Additionally, if you eventually sell the property after converting it to a primary residence, you may qualify for partial benefits under the Section 121 exclusion for primary residence gains.