As far as your primary residence, if you have lived in it 2 out of the last 5 years, you should not have to pay taxes on capital gains (difference between what you paid for it & what you sold it for) up to $250,000 if you file your taxes as an individual and $500,000 if you file jointly with a spouse.Just a disclaimer, I am not a tax professional.

Hey Alex, You can do 80% LTV on a DSCR cash out with no seasoning required, however it will not be at 0 points.

Time CommitmentJoining a coaching program requires both time and effort.

@Kyle Kulhanek Are you planning to transfer the property into an LLC owned by both individuals on title? 

When work needs to be done, we require the tenant to provide access.

Most of the ultra wealthy individuals sacrifice a lot to obtain their wealth, and I won’t make those same sacrifices.Similarly, I don’t desire to have 5% body fat because I don’t want to put in the effort required for it.I understand that ultra wealthy is subjective, but the main point stands. 

You mentioned that you are not a W-2, but that is not the only status of income producing individuals. 

You would have to go after the one individual for non-payment and you could only remove the other three by going through the legal process like you would for someone on a verbal agreement, which puts you in a he-said, she-said situation. 

If the LLC is the maker on the note, there's a good chance you'll be required to personally guarantee the note.

Most (not all) HELOCs require that the property is titled to an individual (not LLC) and are full doc, meaning your employment history, income, DTI etc will be factors.