Or what is the best way to get around this seosoning requirement so that i can buy my next property with my heloc?

So that means that even though the front house is more than 15 years old the rent control requirements still won't apply to the back house that is less than 15 years old, right? 

@Alison CromwellIn order to obtain a flip loan with no consistent income history, the following steps need to be undertaken: create an impressive credit score, put aside more funds as a down payment, check out new methods of getting funding besides what is available from banks or other financial institutions, involve yourself in investments with toughened entrepreneurs, show how financially sound you are by doing things such as getting enough money into savings over time through frugal living habits or accumulating valuable assets that can be readily converted into cash when required among others like developing several stable sources of income or steadily growing one.

How long do you plan on holding and what’s the requirements to renew the land lease?  

Some have seasoning requirements, others do not.

Our area is not unique, this is a nationwide issue (opportunity) for accounting firms.In the end I think many would be well served to think of their CPA/EA as they do an attorney - while they can also help provide planning advice to better structure your tax life and save some money, a portion of the cost is just a cost of doing business - you are required to be compliant by the Feds / states / etc, and the CPA/EA is insurance to ensure you get it right and stay out of their way.

When looking for a SFH there's several factors to contribute to a great rental rate: Location, Condition, Time of Year, Functionality, City Cert requirements needed (if applicable).I absolutely wish that I could 'Turn back the clock' and do house hacking and jump into real estate investing that way...so many great benefits!

@Margarita Artiushenko knowing the numbers and understanding investing requires risk taking.

Mind you, most townships are now requiring owners to apply for Conditional Use permits along with the STR permit. 

It's more difficult now to leverage strategies to take advantage of low down-payment owner-occupied conventional mortgages such as house-hacks, live-in flips, etc due to DTI requirements.