Hello Mike,
Both of your issues are known problems:

> 1) In Outline mode, shouldn't dw, dl delete the appropriate elements?

This is a limitation in Leo.  The "Vim developer documentation" node
within the "@keys Vim bindings" node in the leoSettings.leo file
includes the following text in the list of open issues:

Editing node headings using @mode nodes:
   Commands modifying or selecting headline text do not work correctly
   within a @mode node.  This eliminates accurate implementation of
   vi's delete/change/substitute/yank object commands.  As a
workaround,
   the commands are currently written to only select the text.  The
user
   must perform the subsequent delete, change, substitute, and yank.

For example, to delete to the end of line, use the 'dd' sequence
followed
by 'x'.  The 'dd" selects the text.  The 'x' deletes the selected
text.
Note also that until Leo functions detect the existence of selected
text, the 'y<cr>' is a provided to yank selected text.

Currently, this method only works for delete/change/substitute/yank
entire line and to end of line.  I will check again if select by word
can be supported in headlines.

> 2) In Outline mode, seems line the changes aren't going into the Undo
> buffer.

Here is the text from the "Undo confusing when editing node label text
Options" thread at: 
http://groups.google.com/group/leo-editor/browse_frm/thread/5438c6d315bc7610

"It appears that any changes to a node's headline are not stored in
the
history of changes until another node is selected.  If you want to
undo an edit to a headline, move to another headline before using the
'undo' command."

Regards,
TL
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