Again, not familiar with your market but your numbers seem conservative, which is smart.

These condos yield 5-8 percent conservatively.

My current plan is make a conservative offer, pending financing so that I can get those 8 and have enough cash flow to pay my HELOC while not compromising the flip.

@Brandon Weis just an overly conservative bank. 3.5% down with FHA on up to 4 units.

We do some pretty conservative numbers (probably because we are new) so if the numbers work, we will pursue it.

It really forces the syndicator to be more conservative in their underwriting. 

It is also likely that property insurance nation wide will increase substantially.Hopefully investors are performing conservative underwriting.  

The agent says that conservatively I could bump it up to $1600-1800, with it being at $1400 would you say I should try to increase it to $1500 for next year and steadily increase it from there or make the bigger jump straight to $1600+ and risk losing the tenant?

Prosper averages a 3-4% default rate (I would suggest 5% to be conservative).I have been investing with Prosper since 2007 and their loans absolutely default.

Be conservative on all aspectsNow go take over the world!