Yes you have to be able to afford to keep the property.

The first few flips I undertook, although marginally profitable I would not touch now.  

With most price drops (as in "hot, don't touch")?

although keep in mind this narrows the field of buyers quite a bit.. 

Would love to touch base with you to hear about the process you followed when you purchased a rental with a TSP loan

I work in WA, not IL.Sounds like similar facts - you need to be licensed if you are going to manage other folks' property.Here, you need to hang your license under a managing broker until you can get your managing brokers license, as brokers can't touch money and do a few other things legally.If it's like WA, you will have to hang your license under a managing broker at a brokerage, and coordinate deposits, contracts, fees with them.If that is the case, ask some brokerages that will allow you to hang your license under them for minimal fees in order to be compliant.

Looking for points of view on selling or keeping properties in Toronto, Ontario.

If this keeps reciprocating well with the community, I'll keep doing them.

I have a property under contract that was supposed to close twice.  The comps in the area are 250kish.  I have them under contract for 223k.  The property will cashflow around $500 a month after all expenses.  We were...

if you're just doing a touch-up you're going to be paying near retail.