Top question you need to get a feel for is what would you do with the capital if you sold (or if you did a cash-out refinance) - if you have a good investment idea / usage that exceeds owning the current rental - you should likely pull the trigger, if you don't have a good usage for that capital then probably sit tight

Converting from investment to primary does not trigger the tax. 

And as a boosted Ads FB will give it more consideration and will not ban it.

My wifes house is nearly payed off and we are thinking of buying a new one and doing a live and flip while we rent out our current house... and meanwhile I am really trying to get all the info and contacts so I can pull the trigger on a deal once I find a good one and have the tools to take it down succesfully. 

So if your getting a warranty from Lennar or DR horton thats one thing if its a local builder that you really dont know their financial strength you need to take that into consideration.

But of course not everything in life is a financial consideration, if it makes you sleep better then sell it.

- If the home still isn't under contract by the end of this bidding period, they'll consider     negotiating with the highest offer or wait until there's an offer worthy of their consideration.  

Its very situational and requires careful consideration and planning. 

Ok I will make a  calculation of the rate of closed deals vs/ offer made and I will keep you posted - honestly there is also another consideration that I need to disclose to be correct: my partner is a realtor and this many times facilitate the transaction with other realtors 

For example, Pennsylvania Department of Revenue takes the position that transferring a property from your personal name to an LLC (vice versa) triggers realty transfer taxes.