You would not be able to avoid the seasoning period doing multiple transactions since the sale would need to be recorded.

For your particular situation, I would recommend reading the "Multifamily Millionaire, Vol 1" by Bigger Pockets followed by Vol 2 if you want to scale up to larger deals. 

Given the complexities involved in assuming multiple properties with existing loans, consulting with a real estate attorney might be wise.

Before he started the work, on multiple occasions I had requested proof of permits, the actual estimate, and at least something in writing.

It's unusual to have be questioned by an underwriter about why he financed a loan with a private lender with a poor reputation, however, if it's a concern that he'll continue to be asked about it, I recommend creating a letter of explanation that clearly explains the situation.

So whatever you have been paying for a mortgage would ultimately be positive cash flow to your bank account.I wouldn’t even consider the $150 from renting your current house to actually be real cash flow in your situation.

Carini, Here's my dilemma with this situation: the agent I just started working with is my go-to for which properties are worth pursuing, however they prefer I go with a new build and the builder they prefer.

Multiple, billion dollar companies are investing heavy in our area, such as Intel, Google, and Amazon.

It makes even more sense to use an LLC when there are multiple owners.

A good broker will send out quotes to multiple companies to see what they can do to help you keep prices low.