When thinking about links without keyword-rich anchor text, think about how people are linking to you on their own, without your actually building the link.  They're more likely to link either with your main brand name (AccuPOS), your domain name (AccuPOS.com) or text like "read more" "click here" etc.  That's one reason that Penguin has targeted keyword-rich anchor text links, because they aren't "natural" - i.e. it's unlikely someone would link to you with "Restaurant POS Software" unless you specifically ask them to.  So when building links it's helpful to have a good mix of these other less-specific anchor texts, to appear more natural.  If the link appears on a page that is talking about your keyword, there's some evidence to suggest that that semantic info might help in a similar way to keyword-rich anchor text.

In a post-Penguin world, I'd be leery of this kind of automated anchor-text-rich link building.  If you continue with this approach, make sure you're also getting plenty (i.e. a majority) of links without keyword-rich anchor text.  Otherwise, yes, they will both count as they are to different pages.

For the phrase that begins the title tag, I don't think having more terms in the tag is going to affect rankings for that phrase one way or another.  For any additional phrases in the tag, whether or not the page ranks for the phrase is also going to depend on how the phrase is used on-page, but I agree that they usually have diminishing returns rankings-wise.

As for testing one phrase vs. multiple phrases and their effect on CTR and rankings...sounds like a great YOUMoz post to me!

A longer page title is certainly ok - although, as the other answers noted, yours is pretty unreadable by humans.  Too many keywords in a title tag can make your page look "over-optimized" and have a negative effect - not to mention that users are less likely to click on an unattractive tag.  I would advise targeting a maximum of 2 keywords in a title tag.

WIth Google's recent updates it's becoming more important to have a tag that's not TOO long, though.  Title tags longer than about 68 characters (including spaces) may be automatically shortened by Google - or Google may choose to use different text from the page altogether in place of the title tag.  This can make for some pretty weird results since Google's auto-inserted text isn't always as nice of a user experience as your hand-crafted tag.  So make sure your tags are shorter than 68 characters so as not to get truncated.

50 redirects is a lot of redirects for one week! Sometimes when that much change has happened on a site it can longer than a few days for the site to be fully re-crawled/indexed and your rankings to normalize.  Have you updated your sitemap in Google Webmaster Tools?

I always like to put a self-canonical tag in where it makes sense, just because there are a lot of URL parameters (session IDs, tracking code, etc) that can cause duplicate URLs and it's nice to have the stripped-down plain URL be the canonical version.

Can you clarify what you mean by "the old pages are still visible to Google's bot"?  Do you mean they're still showing up in the index after the redirect is in place? If so it could just be that your site hasn't been re-crawled yet.  Some other things to check: Have you updated your internal links that pointed to the old pages so that they point to the new page?  Have you done a link building push to try to get some external link love to the new page?  Basically I would say don't rely on the redirects alone to help the bot find the new page.

Kristinn's suggestion would be another way to go: don't redirect the other pages, instead post a link at the top saying "for updated info go over here" and then canonical the old pages to the new page.  Over time though a 301 is going to be the best long-term solution. If the URL is redirecting you shouldn't need to keep the content up on the page.