The initial challenge is finding units that have the right rents to make it considerable.The closer to Universal or Ventura Blvd, which is the Valley’s version of the Sunset strip, the higher the rents.

Investment Info:Small multi-family (2-4 units) buy & hold investment in Ventura.

I live in Ventura County California.

You are beginning to sound like a Poker player that keeps adding chips to a pot, looking at 2 Aces and a King, thinking the odds are with him drawing another Ace. 

I always say you've got to put your aces in their places.

@Jamila Thompson being an engineer means you are decent with numbers (I am a CEE too).

I know he did mention his "real estate is crashing" belief is based on his local market where he is an agent , which seems to be Ventura County in Southern California. 

This will be my first year filing taxes for this so I definitely also need a tax specialist who knows how to deal with a house hack.Does anyone have any recommendations for a REI CPA that I could reach out to in the Ventura County (Oxnard), California area?

If you are looking for another property around Oxnard (assuming that's in Ventura County), you may not have enough VA entitlement left for another househack.

Looking for anyone with experience in Santa Barbara, Ventura, Oxnard, Carpenteria, Santa Maria, Lompoc, Goleta