I just sold my company and looking to reinvest the proceeds in to cash flow investments to generate the cash flow my business will no longer be paying me.

I should add that I live in Canada, Montreal and 95% of the properties seem to have close to ZERO cash flow (often negative).

Buy a really cheap 1/1 in Manhattan to flip for $250,000 to sell for $500,000 a couple of years later while renting it out for tiny cash flow?

Cash flow?

Are you a appreciation guy or a cash flow guy?  

Listen to every BP podcast.Save as much money as you can.Start plugging in numbers of properties around you into this file to get an idea for what provides cash flow and what doesn't.

I read rich dad poor dad and am currently reading cash flow quadrant.

My Monthly cash flow is usually below $150. 

@Gail GreenbergSince the IRA custodian has to perform the 1099-R reporting on all IRA distributions, yes the funds would need to flow back to the IRA custodian from the LLC bank account and the custodian would then process and report the cash distribution.

I've given people I know who trust me personal guarantees and got loans for 1/2 my downpayment (they know I'm good for it as I can cover the debt on a global cash flow level).