Retirement 2.0 allows you to slowly replace your active income (from working your job) with passive income (that you make while you sleep), so that you get to live the life you’ve always wanted, while your kids are still young, and while you’ve still got your health.And not only that, Retirement 2.0 allows you to create an engine for ongoing income and wealth accumulation, so that, regardless of what you do, you’re generating income for your family.

On my long time STR, occupancy (70%) and income is down.  

Its been decades, but back then I thought TurboTax was only good for somebody just reporting there income in the same state. 

I have good income and minimal debt.

Assuming I could qualify financially (primary income plus FHA allowed rental income contribution from additional leased units), when I become the owner of the property, would that prevent me from using a FHA 203b to house hack a second property? 

Depending on the type of trees we can also receive income from multiple companies once trees are producing.

If you really feel you are going to miss out on income by charging them 20 days vs the full month you could try and split the difference and charge 25 days. 

So correct me if I am wrong but doesn't an increase in rents decrease the cap rate since the property is more stable with a wider spread between gross income and the operating expenses

A down payment of at least 10% is advisable unless you have strong cash flow from stable income sources.

This arrangement, often referred to as "house hacking," allows you to benefit from rental income while also occupying the property.