We have been renting this out as a short term rental on Air BNB which has covered costs, but we have a somewhat unfavorable debt structure on it that limits our ability to cash flow and/or extract equity from the asset.  

The justification I have for it is that virtually any other investor who hired us to do work would be getting the same amount of work done and paying my rate as well as my employees rates... functionally putting them in debt the same amount I would be-- and since I am doing the work of scheduling, ordering materials, overseeing, carrying insurance, quality control etc. etc. it makes sense that I be paid for that work, even if I am my own client. 

I'm looking for advice on how to best structure to gain momentum moving forward.Here's where I'm at...Rental #1:  closed Oct 2020..cash flows $180/mn...mortgage is $30k, value is $45kRental #2:  closed Sept 2nd 2021...held with private money and HELOC...all in is $60k and value is $175k...will hold this property foreverHouse #3:  purchased in May of 2021...with bank lending...all in $124...ARV in May was $153k...can list at $170k or BRRR and rent at $1200Initial plan was to flip #3 and use cash to pay down personal debt, have additional cash reserves going forward, and accelerate in real estate flips/holds. 

If we had chosen to rent from the beginning we would have been able to use the money not spent on making the property sell-ready towards renovations/expenses on our next BRRRR Property, but we were to afraid of getting into more debt after such a serious loss.

No wonder he earns $4,000 to $5,000 per week, his wife earns at least $1600 per week and they are in debt to the hilt.Options confuse people.

However, we were afraid of getting into more debt after such a serious loss.

Evergrande, a Chinese company that is largely associated with real estate development holds $300 billion in debt that cannot be paid off. 

And be sure you have great debt lined up before making an offer.  

We have great credit, great cash reserves, great semi-passive income, tons of equity, and almost no debt. 

@Joseph HammelSome examples of estate planning I have done with my real estate clients include the use of family limited partnerships to freeze value of estate along with defective grantor trusts; LLCs with preferred interests (similar to debt instrument); sale of membership interests to defective grantor trusts; annual gifting of LLC interests using discounts for lack of marketability and/or lack of control, etc.