I've searched Worden docs and videos and cannot find how to create a custom column for a watch list.  I want a column that lists the tracking amount for each stock (price x #shares owned).  Seems simple but I can't figure it out.

If you're using the watchlist column set, it  should be included already. If not, and you have columns that include entry price and # of shares then click on the '+' add column button to the right of your column header. Go down the list that come up to 'watchlist tracking', click the '+' there to expand that list and then click on 'Tracking Gain/Loss' . that should do it.