I really need some help from my fellow seasoned salespersons.

Hello everyone,I’m the owner of a seasoned general contracting company with extensive experience in residential remodeling and assisting other investors with property flips.

I’ve gotten in the habit of offering cash with few or no contingencies then refinancing after closing/ seasoning period.

@Robin CastilloLLCs are useful for legal protection, but they require separate tax filing, typically cost several hundred dollars to create, and most non-commercial lenders will not lend to LLCs.Commercial lenders will lend to LLCs, but their interest rates are significantly higher and they require collateral that regular lenders don't.I would not create a LLC specifically due to the issues in getting a traditional mortgage it will likely cause.One potential route though, is to get a traditional mortgage in your name and then assume the loan after a 6mo "seasoning" period with your LLC.

The older aged condo market is tough with so much new supply coming online and breaking ground. 

Hopefully VRBO is taking into account the seasonality of the markets instead of applying discounts across the board.

Seems like an opportunity there for multifamily apt. buildings (new construction or value-add to older buildings.)  

with a flip, a firm majority of lenders on the permanent refinance side require a minimum of 6 months of title seasoning.

People buy in all seasons.

But the question is whether one can actually achieve the proforma cash flow on older properties with a less economically stable tenant base.Based on your picture, you appears fairly young.My advice is buy properties in quality locations think long term 10 to 15 years - slowly and safely build your portfolio - equity and cash flow will increase over time and in 10 to 15 years you may become financially free.People talk cash flow is king but one can NOT generate financial freedom cash flow with $250,000 or $500,000 invested (equity).Even at a 10% cash on cash return, one needs $1.2M invested to generate $120K a year $10K a month.You want property to be self supporting so it needs to cash flow but once that is reached the focus in my opinion should equity growth which increases net worth.