I lost out on a superb half-a-million-dollar commercial investment because I was doing renovation work I probably could have hired out for $100 or less.

Please, no advice about forming an LLC unless it applies to both an individual and an LLC.

Hi Natalie - as of right now the LLC can be a single member or even individual taxpayer. 

I can't imagine someone with 300 tax returns if they are not in the Bill Gates league.putting properties into LLCs/trusts, whether or not they file separate tax returns, usually does not change anything for taxes: same deductions (including depreciation) and same amount of taxesThere are many possible exceptions and complications, which is why we should seek individualized advice and not try to copy what someone else is doing.

Our exit strategies on each individual deal will vary between Fix & Flip, BRRR to Air BnB or sell retail.

@Spencer Lindquester There are individuals and companies that will work with first time flippers as long as they have substantial skin in the game and the deal vets. 

Offer them a fixed interest rate plus a performance bonus that is based on the profit (i.e. 25% of the net profit).One of the nice things about dealing with private individuals and not HML's is that you can get creative.

If there is in fact an LLC on title as a co-owner with an individual, you’ll need to determine whether the LLC was single-member or multi-member.

I love the idea of delegation/automation/systems in business (and use quite a few) but go back and forth on what is delegatable vs. what is a core task that needs to be taken on individually. 

I have a few individual stocks like Amazon and Arbor Realty Trust.