Nice to see you, crazy.
Do the people, including the candidate, involved in campaigns believe in what they are doing? Or is it merely a job and the only real goal is winning the race?
Like with anything, it really depends. There are a few trends, though.
The professional political consultant class that is housed in Washington, DC tends to be pretty far removed from their work, emotionally. At least overtly so. Some are passionate and compartmentalize this in order to be effective, others are psychopathic sharks. They tend to consult mostly on congressional races and they do so for races across the country. Party affiliation seems to have little effect on this, though interestingly enough the GOP operatives I've met always seem more competent than the Democratic ones. This coming from a Democrat.
Other consultants are more geographic based, and these tend to be more genuine/believe in what they are doing. So a guy that has done every race in a given state or city for the past 20 years probably really cares about the area, or at the very least enjoys dominating it specifically. Someone with that level of experience that chooses to not go to DC probably is particularly affectionate for their home. I trust these guys a lot more than DC operatives; on the other hand, they are sometimes less skilled than DC operatives.
If in doubt, hire a DC consultant and a local consultant. The extra oversight doesn't hurt with this, either.
What are the biggest technical problems faced in during a campaign? Obama's campaign got a lot of coverage for being so web2.0/data-mining savvy whereas his opponent was doing it the old way and the opponent got his ass handed to him. Is information bandwidth (both among the campaign staff and the supporters/voters) a big thing?
Every campaign since the dawn of campaigns is really trying to accomplish only one thing: ensure that 50% + 1 of the people voting in the election will be voting for its candidate. Everything comes back to that.
So in Obama's case specifically, and Democrats a bit more broadly, the typical electorate make-up is not super favorable: older, white males voting don't give us a great shot at winning. So they had to change the electoral make-up: young, minority, and unmarried female voters were determined to be the best bet. From here, the campaign created means to convince these voters to not only want to vote for Obama, but to actually vote for Obama.
For younger voters, this mean web 2.0 and mobile apps. People keep shitting on Romney for not being on the same level with these tools and, while he could have done some things better, that wasn't his main problem.
Romney's bread and butter was older whiter voters, the kind that already have extremely high turnout. The younger voters that high-tech tools help turnout are predominantly Democratic. Romney wouldn't benefit much from this infrastructure. What doomed him was the fact that he went hard-right during the GOP primary, and the Obama campaign had no primary fight, so they spent all that time framing the GOP opponents as lunatics. By the time Romney attempted to pivot back towards the middle, most of Obama's key electorate already made their minds up about him, so it was all turnout from there. A simple fact is that Republicans are truly a minority in this country. If everyone voted, the GOP would lose elections 65-35 consistently. Romney at no point had a real chance to win the presidency. The electorate was stacked against him from the very beginning.