I have been gathering up good people and good subs and I’m thinking I want to expand a bit and take on more houses simultaneously, but of course there’s that funding thing.

They will also need to do a simultaneous 2nd Mortgage HELOC loan.

Also, as you buy more properties under market value, you can then cross pledge that equity simultaneously to buy more than one property at a time. 

Also, your state may require you to evict all the occupants simultaneously.

Current SFR (Oct 2019):Original Loan Amount: $190k (30 yr fixed VA Loan, 0% Down Payment, 3.375% Interest)Approx Market Value: $200kCurrent Principal Balance: $180k2-Year Projected Numbers (Oct 2021):Projected Market Value: $220k (5% appreciation/year)Projected Principal Balance: $170kDesired House in LA in 2 years: $600kCan't imagine saving up 20% down payment for a normal conventional loan, so which route should I take:Option 1 (Simultaneous 2nd VA Loan) LA County Loan Limit (X): $726,525LA County VA Loan Entitlement (X/4): $181,631VA Loan Entitlement Used (From my current TUS house): -$47,116Remaining VA Loan Entitlement for another House: $134,515So, I can purchase an LA county house with no down payment if it was $538,061 (Entitlement X 4) before needing a down payment.

Are you putting this together as in you're the one that started it, or was this a group of three that one day said, "I have an idea" simultaneously.

Simultaneously, I would - and do - tell anyone I encounter that is young and unsure of what to do, to pick up a hammer and start learning the trades.  

It sounds like you have been taking some time to properly educate yourself prior to diving in which is great, especially if you turned real estate into a career simultaneously! 

In my mind, that means MLS, where active daily participants in buying and selling are looking, and simultaneously all of the social media you mentioned, and many more pathways.  

Closing on two units simultaneously was a deliberate part of my strategy, but there are pro’s and con’s to this approach:Pro’s- Each step in the process I’ve completed x2 at a time, saves a ton of time- As a new investor, my growth and learning curve seems to be accelerated as I do everything twice- Comparative analysis, I can measure experience on one property against the other - Working with one lender, settlement on both properties on one date- I double up the items on my task lists, which means if I make a mistake on one, I correct it on the other- Twice the investment means twice the income Con’s- Twice the amount of physical work, driving, cleanup and maintenance- Twice the risk exposure on the investment, I have two applications pending on one while the other I’ve decided to lower the rent- While my interest rates were very competitive, as a new investor I had to put 25% down on both propertiesSo far in the process, although I put more money down up front, it seems like closing on two units simultaneously has been advantageous to my cash flow strategy.