A year ago, in San Jose, assuming the unit needed a quick clean and minimal maintenance, most of my units were re-leasing in less than a week. 

What you are writing here is going to open you up to a lot of pitches on areas.

The goal is to assign contracts to investors while highlighting the potential for growth and earning assignment fees.Goal 3: House Hacking (Florida)In Florida, I’d like to purchase a duplex or multifamily property, live in one unit, and rent out the others to reduce or eliminate my mortgage, allowing me to enter the market with minimal living expenses.Goal 4: Buy and Hold or Wholesale (Florida)For my second Florida goal, I’m deciding between buying and holding properties in developing areas (similar to Texas) or wholesaling properties in areas with high rental demand.Looking for Feedback:•Are these goals realistic given current market trends in Texas and Florida?

You can minimize your chances, but the chance is never zero.

If you truly only need $65,000 that should be fairly easy with minimal requirements for you regarding your income and ability to repay the loan.

Minimal repairs and focused marketing ensured we didn't miss the opportunity to flip this property within a single day.

You are going to get bad pitches and uneven partnerships offers or money.

As for privacy concerns, changing the name and being mindful of future registrations or public filings can help minimize the "breadcrumb trail."

Thus, as I am at this point a ‘hobbyist’ and not a professional I presumed I would simply report whatever minimal profit or loss realized on this first joint flip project as pass through income.

Properly scheduling inspections for HVAC systems, water heaters, septic.. etc, is vital to minimizing emergencies.