Regarding Rob Beardsley he grew up in Silicon Valley and learned about real estate and tech from his parents, who ran a real estate brokerage firm from home, thus he had a built-in mentors and good networking to start with in addition to the capital that his parents have preserved for him so he got a good jump start.

Also make sure your GC and all subs list you as additional insured on their policies.

If the building is currently recognized as a single family residence,  then you are changing use and presumably will need to sprinkler the building and satisfy other fire rating and STC rating requirements not to mention the added costs of having to run mechanicals for multiple units, multiple kitchens, additional bathrooms etc.  

Additionally, I'm interested in understanding typical STR fees to help estimate cash flow.If anyone is willing to share their experiences or offer advice, I would greatly appreciate it.

For a business doing fix and flips, I can't see how any tax savings can outweigh the additional leverages and costs of vesting this way.Cheers!

To fund additional investments, consider side income, creative financing or creating a timeline with your co-owner for converting property B into a rental to generate cash flow.

First of all I put my acceptance criteria clearly in the ad: minimum credit score (enter X amount, 620 is what I use),income 2-3x rent, good rental history, references, no evictions, acceptance dependent upon background check and employment verification, pet policy, desired lease term, etc. so that people will hopefully read that and not come to the open house if they know they won’t qualify.

I know from experience financing additional tiny homes (not sure if you're looking to do this) can be difficult without having someone that has previous ground-up construction experience.

I am having a hard time verifying military employment and pay.

Most municipalities have different mix-use categories which dictate the precise commercial use that's allowed.A few additional observations on mix-use assets and how I approach them (1) they are generally more difficult to finance than multi-family assets so expect lower leverage terms even if the property performs just as well if not better than a multi-family property and therefore price this into your acquisition (2) I focus on mix-use assets where at least 80% of the income is generated through the residential component.