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I suggest that you visit the A6 forum at http://www.audiworld.com and post your question to the attention of "Muhammad". He has a car very similar to the one you're considering. Muhammad visits the site daily and is always willing to help people with previous generation A6s.
First and foremost, the A6 is an absolutely first-rate car in every respect. Fit and finish are superb, with no visible flaws. Everything works exactly as it's designed to. Some owners have had minor problems, e.g. malfunctioning fuel gauges, radio frequency "drift", windshield distortion, to name a few examples, but the overwhelming majority have been successfully resolved by the dealers. I've not had a single problem in 8 months/11000 miles.
You'll get the best answers to most of your questions by driving a few different A6s. In your situation, I'd drive a 4.2, a 2.7T with Tiptronic, and a 2.7T 6-speed. You then have the option of going with and without the Sport Packages (various combinations of upgraded suspensions, tires, and wheels; all have "sport" seats that you may or may not like due to their smaller-than-standard-seat width). Each of these cars will have tons of passing power and each will cruise effortlessly.
The most commonly-reported problem I've heard regarding Audi ownership is inconsistency at the dealer level. A lot of people on the A6 forum at http://www.audiworld.com have reported "less-than-stellar" performance by their dealer service departments. (There definitely is not the consistent excellence like that provided by Lexus dealers.) A lot of this is due to Audi's astronomical growth over the past few years; many of the dealers are simply selling more cars than their service and parts departments can keep up with. In fairness, though, more and more Audi owners are sharing positive service experiences as well; things are definitely improving.
I've said it here before - the A6 is a PERFECT blend of luxury, sport, performance, handling, comfort, and value. It's a car that makes me feel good every time I drive it; it actually makes me feel younger! I can't say that for any Lexus, Cadillac, or even Mercedes.
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