LA's longterm property apprecaition rate is 4.7%; you'll be making tens of thousands per year in equity while you hold. 

Let's use these numbers: Purchased for 300K and its now worth 400K. which means I have 25% LTV or 100K in equity.  

At the end of this month, I am walking into a community bank in my area and doing a HELOC on my personal residence (I have about 30k in equity in my personal home) and I am going to get a loan on the first rental that I bought in cash a year ago (well combo of cash and an unsecured loan from a bank).

However based on current prices we do have about 90-100k in equity build up.Now, after the last hurricane blew a significant number of shingles off the roof we are again faced with what to do.

You save money because you don't have to buy them but you have to do the work that the farmer does like plant, prune, fertilize, de-weed, water and harvest (in exchange for the saving).It is up to each individual if they decide that the work they will put in equals or overweight the money they will save.

I want to continue investing but have since found that the single family has sucked up all my resources due to the large monthly payment.The home in the north shore has over 200k in equity and produces solid rents , I really do not want to sell the property as I am speculating this home to continue being a cash cow into the future.

I have about $100k in equity in my primary residence and was thinking about doing a cash-out refi to purchase a rental.

I am interested in tapping into my home equity to invest in my first rental property,I have approx 200k in equity in my house but I just started my own company in Aug '15 so I don't have a long history of proven income.

So call it $25,000 you're all in on something that cash flows $300/month, you got yourself $25,000 in equity, some tax sheltered passive income, not to mention what it accrues in equity over the coming decades as you pay the principal loan done.  

I'm not clear why you would take on the risk of owing a property with basically no cash flow unless you have some reason to believe that it has built in equity or strong appreciation potential.