The thing I have run into, mostly due to my inexperience, is how to estimate what rental incomes I can expect for a Buy and Hold investment.

If the owners lack of trust is due to your inexperience there are many options.

I would say behind because you will make some mistakes due to inexperience and you will not be as enticing to lenders because you lost your W-2 income.There is a rare bird who can manage all ofHis properties himself and keep his W-2 job and be great at both.

Let him know your inexperience and that you've had to take over the remodel, and that you would like his help and guidance on how to perform properly.

I'm a newbie to BP, but it seems there's a wide demographic: people who have never owned a piece of dirt and don't know what an appraisal is to those with hundreds of millions of dollars in experience.

If you give the impression that you are a hobbyist or have not given serious thought to your flipping endeavor you may find that several of the lenders you spoke with may not be willing to lend when you need the funds or (if you find a strong enough deal) that they will lend but you will pay higher rates because your inexperience makes you a higher risk. 

Based on your inexperience in the senior housing sector, I recommend you hire an operations consultant. 

My inexperience as a brand new investor contributed to the prolonged vacancy.    

If you are trying to save money by doing it yourself, but not being paid rent at all due to inexperience or unprofessional practices, you aren't actually saving any money.

Many first deals don't make money or even loose money simply due to inexperience.