Use your W-2 income to qualify for multiple loans now, stack a few properties before quitting your job, and consider BRRRR or DSCR loans later to scale.

There is a reason banks don't make loans on stocks.

Your best bet is to look for portfolio lenders, local credit unions, or banks that specialize in condo loans, as they may have more flexible requirements.

a lot of people will poo poo this, but I also live in a market where cash flow is low, property taxes are high and properties are expensive (which is a relative term).

If you need the lawyer's name let me know.So now I'm sitting on owning an empty lot and still making loan payments.

Thimble does not insure short term rentals.  

As always, read ALL the terms before you sit to close.

@Amy KonopkaImpossible to give you an accurate answer without reviewing your tax return, so this reply is based on assumptions picked from your description.If your only taxable income comes from this Schedule C, I do not know how you would qualify for any loan anyway, even with a ~$20k profit after adding back depreciation.

Finally, the cost of a college education has outpaced inflation, due to federally guaranteed student loans allowing universities free reign to raise tuition and fees.

Question for you would be, what is your long term strategy for investing in the Tampa area?