Hi Navid-To start, I am sorry to hear about your father's dementia.It is fortunate that you were able to sell his business and he invested in 6 investment properties in California 10-15 years ago and he and your mother are living on the cash flow from those.You now are thinking about expanding your father's investment real estate portfolio because California is so expensive to live for them but don't have the same experience and confidence being new to investing.This is an honorable goal and you are right to be cautious and thoughtful.You asked about whether you should cash out refinance each house or borrow against all houses to get downpayment for new properties.

My father served in the Navy for 4 years - Can I do a joint loan with him and utilize the VA loan options? 

https://calendly.com/tycouttsThank you Ty - it's definitely been a challenging situation, post 30 days of hospitalization for my father and now managing his care full-time while working.

After my father passed from alcohol and drug abuse complications, he triggered debt collectors calling me with aggressively wild threats for a few years!

They sent the reimbursement check 8 days later.I had a fridge go out on the same condo on Father's Day.

I ended up leaving the partnership due to venturing off to focus on my startup but no bad blood.Recently I’ve been contacted by the father of one of the partners and he’s having some health issues but in the midst of it all the property is having some foundation issues.

("Oh my god, Mary is dead, I have a dead tenant, oh my god, we're going to have to break in, the fire department is going to shoot her rottweiler, I'm going to be the slumlord all over the news in my town, oh my god I hope Mary is okay, I'm going to have to explain this to her father the pastor...")We get there, the fire department breaks in the door because I don't have the new keys yet.

I'm a father of 3 young kids, and I did not make that decision lightly.

This is how my parents rented for decades when we lost our first house after my father became sick, giving us an education beyond our house buying ability.The houses in these areas always multiple offers and the financing I have set up requires a seller concession of 2%.

Did a "hard money loan" with family using gift tax exemption and trust as collateral (despite what Dave Ramsey says, my father and I have an incredibly strong investing and personal relationship).