Then I brought with left over cash a long desired 2nd home overseas, which we will use 4 months and mid term rent the other months.

If you do not plan to live there buy it as either as a Seond home or investmet.Second Home is 10% down - seller can offer seller credit to cover closing costs.Investment Home - 15% down - Selelr credit but ony 2% of sale price Max.Pull cash out of your primary or another property via cash out refinance or LOC for the down payment.Feel free to reach out if you have any questions.

So my question is, if you had the money to buy a property all cash, would you do it?

After running rental numbers I cant seem to find a property that cash flows utilizing the LTR strategy. 

Section 8 is a tool for landlords, NOT a cure-all.Yes, a landlord can sometimes get higher rent via S8 than they can from cash paying tenant, but only in Class C- and D areas.

The reason I am asking is because in some cases I am not certain if I want to buy the property with non IRA cash or through the IRA.

Or does it purely my choice of whether I want cash flow or equity build? 

Bought for cash flow, got appreciation, and then exited with their winnings. 

For those not purchasing with cash, assessing income or cash flow can often come down to the terms of the mortgage financing for an AirBNB or Vacation rental. 

Buyer's agent suggested "Cash to move out" but I'm not exactly sure how that matters if the tenant is HUD and needs a new HUD apt.