I used to work at a major financial institution that spent $300 million/year on IT projects. It had money to throw at every technical problem (until recently),

I used to work at a major financial institution that spent $300 million/year on IT projects. It had money to throw at every technical problem (until recently), but ultimately many of the challenges were never solved because of the mismatch between the finance areas and the IT organizations. Basically the "culture" of each side of the company was completely different: technology people didn't know finance and finance guys didn't understand the technology. So it seems one of the biggest culture challenges is figuring out a way to meld together people with different occupational backgrounds. If the executives at the company knew that, they might have been able to find a way to get each side to respect the skills of their counterparts.