Failing dock connection?

This problem seems obvious enough, but I figured it wouldn't hurt to ask around and see if there are people out there with similar experiences.
I have a 80GB iPod Classic. It gets connected and disconnected to a dock connection multiple times a day: Syncing podcasts twice a day, using it as a portable HD, and plugging and unplugging from my car stereo (Alpine iDXA100). Obviously, this is going to put some wear on the connection, but I wouldn't think it'd be enough to warrant the current symptoms:
• Whether it's the iPod dock at home or a regular iPod cable at work or on the go, I have to pinch the cable (and I've tried multiple ones) or hold the iPod in the dock just right for it to not immediately disconnect from the machine(s). Often, I'll get a warning that I only have the speed of a USB 1.0 connection when I know it's a 2.0. Sometime I do get full speed, and sometimes I don't.
• Thankfully, I've never had a problem with connecting to my stereo. I spent the extra $20 or so for the "high-speed iPod cable" for the system, and it seems to have paid off in scroll speed on the head unit and connection reliability.
It's this second point that makes me hold back from taking it in. Do you think this is a cable-quality issue, as in the connector on the cable itself, not the iPod, is at fault, or is it just that the Alpine cable was made with a greater tolerance?
I've tried the dock and computer cables with other people's iPods and they seem ok, so there may be a combination of issues here. What can the collective experience of Apple Forums tell me about this situation, hmm?

I have the same IPod and the same problem. I've bought numerous connectors with limited results. Near as I can tell the plug in port on the IPod needs service.
Has anyone else had theirs serviced?? If so, what was the cost?

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