The 401k is a valuable asset but its my thought that I can use this asset to further increase my portfolio by putting that money to better use.

They still all use standard HUD forms though l imagine.I'm curious is it federal,state or county legislation that creates changes between HAs?

Section 8 guarantees part of the rent, which is great for income stability, but the building will have regular inspections to meet Housing Quality Standards (HQS).

He abandoned trying to scale.Learning from this experience when my partner and I decided we wanted to double our net income, we realized it would take a increase of 2 1/2 time our volume and probably need to triple our deal flow.  

You already mentioned Mid term, which can be a great way to increase cash flow.

*As a side note, I think maybe it would be fun also to try and identify where new technology or machine-learning driven approaches could increase efficiency in the spaceAs for my financial situation, personally, I have around 50k saved but 20k of it is tied up in assets I don't want to pay capital gains tax on.

The first couple is a no-brainer.The second group has too many people, increasing wear-and-tear on the home.

Who cares about lifetime interest costs, except to the extent you can easily lower them (refinance to a lower interest rate) to increase your cashflow.

Follow up with an email to the agent and bullet point your case, which increases the chance that the owner will actually hear them7.)

You can find SF properties that already have in law suites, garage units, etc, and now legally rent those, so it should increase the appraised value significantly.