Don't borrow money from HML associated with the wholesaler 2. 

Currently, one of my long-term employees is on the brink of financial bankruptcy due to the significant health care costs associated with her teenage daughter’s severe mental health illness.

I hate to say this because i am totally against it, but you can borrow from friends and business associates, try and find aomeone who can contribute not only funds, but also strategy (since you're new).It's great to have lofty goals, just remember you need to find a way to pave the road to your end goals. 

I had another previous appraisal in the past from this company (Mike Bowden and associates, Spring Texas) there were sq footage inconsistencies as well as other inconsistencies about the subject property. he low balled the appraisal on a refi by apron 50,000 dollars!

The seller is basically relieved of their debt associated with the property and may receive moving compensation and can move on with their lives without the hassle of other hidden lien/financial debt that could possibly come back to the seller if it wasn’t negotiated upfront.  

A condo association can get in legal trouble and banks won't lend to prospective buyers, making it nearly impossible for you to sell your condo.

Here (and I'm assuming in most places), the condo association governs STR restrictions, not the local/county governments.

>appraisal just came back for $235K when we had estimated along with our real estate agent an ARV closer to $340K based on comps. in My market the refi appraisals are more conservative than appraisals associated with offers.  

You can always put in sweat equity to do repairs / renovations but you still have to pay for supplies and other associated bills.4.

One major hurdle is the costs associated with transactions, 2 closing = twice the transaction cost.