I'll take a stab at some answers:
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1) I noticed that for contacts which are also linked to Facebook, a LOT more information shows up on my Incredible under the people page; but that this additional information does not sync back to my Outlook. Is there a setting to "capture" this additional information as part of a sync?
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I don't think this is possible. Each way to save a contact (Facebook, Google, or HTC) offers different fields to fill out. For instance, when I want to save a contact to sync with my Google account, the options change and are more limited.
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2) Is there a way to update the bookmarks on the Incredible from a PC? I do NOT store bookmarks in any given browser (although I use Firefox), preferring to use Roboform (which attaches to ALL browsers). With this, I am not looking for a sync; but would love to NOT try to retype tons of addresses on that on-screen keyboard.
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Again, I don't think it is possible. Google Chrome for desktop has Bookmark sync which will probably be a feature added to our stock browser one day. Opera may sync. But neither are the solution you're looking for.
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3) Some of my contacts have 3 (or more words), such as "Doctor Steve Smith" but others abbreviate to two. I cannot figure out where this decision is being made, but Outlook (which is used with HTC Sync) has the "Display as" properly consistent in all cases. I would rather have the 3 words (so doctors are all together), but only 1 doctor is showing up that way. Any ideas?
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Google Contacts is very limited with their display of fields (hopefully it gets better). For instance google accepts the contacts whole name as 1 field, where as Outlook breaks it down into First and Last and so on. I think that you may be able to change how the name display by doing the following: People-->Choose contact-->Menu-->Editz-->then click on contact's name next to the picture. You will then see an option on how you want the name displayed. FYI you can also change the contacts picture between Facebook's and Outlooks by click on the contacts picture from this screen.
Hope that helps!