This weekend I convinced my wife to decide that the starter home we have been in for over a decade has more than served its purpose of giving us a nice, but lackluster, place to hang our hats. The time for the "forever home" is rapidly approaching. We are about break even value:debt on our current non-V.A. mortgage and looking to finally break the glass box that my VA Cert. hides in. I expect us to start shopping for a new home some time in late 2016 or early 2017, after the CCs and student loan are all PIF this Jul. or Aug. and we've put a few thousand in the bank.
I'm thinking about buying the new house regardless of if the current one has sold but a trusted friend (who is an attorney) is advising me to only make an offer if I have a contingency of selling the current house. I'm a bit conflicted about this... My lawyer friend is very conservative with money and I want my new house as soon as it is feasible. I can afford to pay both mortgages, if I must, until the old house sells and I'm willing to do so. Or do I just have ants in my pants to get a better home ASAP and need to follow advice of counsel?
Any Advice?