Team up with another investor or a person who knows a lot about real estate to help with the money needed upfront or extra cash.

I need help deciding if I should keep my primary residence and rent it out or sell it and then move into a new one, I have already done a cash out refi of 60k if we rent it we would get 150-250/ month profit not counting cap ex and if we sold we could get 5k-20k property is worth 250-280 ARV , the property has brand new roof hvac and hardwood floors with in the last year or two we will also be using va loan to buy. ps my wife wants to sell and I want to rent it out 

Cash Flow: Decide whether you're aiming for long-term appreciation (ROI) or immediate cash flow.

I only invest in Sacramento, cash on cash is decent.

Vacation homes take some planning, I personally think shooting for break even profit/loss with a vacation home is a good tax strategy but if it is a cash cow I would gladly just pay the tax as you still come out significantly ahead and if you have one I probably wouldn't bother with a cost seg study unless you are getting extremely high rents.

I would be using a mix of cash and pulling equity from my home so ideally I can maximize my investment dollars as much as possible. 

I want to know what cash on cash return means, and all that other jargon I hear tossed about.I guess I will have to learn how to use the calculators!

What strategies do you recommend for securing financing and managing cash flow to ensure sustainable growth and profitability?

In order to make it worth her while you will have to answer both questions to her satisfaction.To answer the first issue of not being real to her, I use a tool I call flash cash.I will bring 1-5k with me in $100 bills and when overcoming her first objection, “I don’t want anything to do with it,” I will fan out the cash like a deck of cards and say, “I know this doesn’t feel real to you, but I am actually here to give this to you.”

The property is being sold "as-is" and for cash only.I'm a bit unclear about what "cash only" means.