Throwing 2 High End brands together will not automatically equal success. Thoughts?

Frankly, no. The dealers I've known actually take care in helping to match components. I think that's one of their most useful functions.

@onhwy61 for example I see the McIntosh Sonus Faber combination a lot.  I don’t think it matches well.  I think that it’s a sound that is too warm.I see dealers do this a lot. Not a match for my liking.  @deep_333 i agree. A good dealer listens to the customer and finds out the sound he is seeking. He should select components to help,the customer get there. @cleeds having a good dealer that knows what he is doing and knows what you are seeking is important in this hobby. 

Without a doubt one can build a system of highly respected components end to end, that results in poor sound. Imagine the brightest, most detailed speakers you can think of, and add an amp, preamp, DAC and cables that have similar characteristics. There might be a few people that would think this is great, but most would find it unlistenable. But the same components, sprinkled into a different system might find synergy. 

I think this really gets to the heart of what makes this a hobby, or pursuit, and why it can take years to build a system. As knowledge grows and tastes changes, these systems are also replaced as we go up the chain.

Randomly throwing two high end brands together is irresponsible and very unlikely to be cost effective. Different house sounds are very different, and often not complimentary. The only point to going to a dealer is to gain knowledge and guidance in your choice of components. Not helping you make a synergistic choice is unconscionable.