Unfortunately manually.

We have a customize search page for each category. When a product has been discontinued, we do a 301 redirect those pages to the category search page.

We use to do a 301 redirect of list similar products (by doing a search and capturing the url with the search term), but it proved to be to time-consuming as these products did not traditionally sold that well and did not bring in much traffic.

Not saying it's the best way, but this is what we do.

Good eyes--Fixed!

Good way from => http://www.henderson.cc/wp/tag/301-redirect/

While poking around on the Web, I found an article by John Honeck, entitled “Page by Page redirects in IIS for .asp, .html, .pdf, etc.“. He presented an ingenious method for implementing redirection of a PDF document. Rename or remove the old PDF document from the directory. In its place, create a new folder and give it the exact same name as the outdated PDF, including the use of the .pdf extension.

Inside the new folder, place a default Web page (index.htm, default.htm, etc.). In the head of the default Web page, place meta redirect code. A user (or Google spider) visits the directory, finds an object with the correct name and the default Web page redirects them to the new content!

Here’s sample code:

<title>Moved to new URL: http://www.example.com/pdfs/thenewpdf.pdf</title>

This page has been moved to http://www.example.com/pdfs/thenewpdf.pdf

If your browser doesn’t redirect you to the new location please click here

As long as it's good for customers, I wouldn't worry about the link juice (as it is not overwhelming and seems to be well-organized). The engagement metrics is what matters now-a-days.

I don't think heavily. As long as the prospect can find the form easily (via menu item or small graphic), I wouldn't include one as it will take up too much valuable real estate on the home page.

Will not matter much especially if it is only done only once in awhile.