Lucky Grills  was in "Country and Western Hour" with Barry Gibb
Who was in Comic Relief (1988) with Tim Brooke-Taylor

Maybe this one is obscure enough: David Hayter

Donald Pleasence was once interviewed by
Andrew Denton who also once interviewed
Miriam Margolyses who appeared in Blackadder with
Rowan Atkinson who appeared in The Secret Policeman's Other Ball with
Tim Brooke-Taylor

Have we ever tried Lucky Grills?

Ooh, and nice and easy one -

Patrick Swayze was in Keeping Mum with Rowan Atkinson, who was in The Secret Policeman's Ball (1982 one - I forget the exact name) with Tim!

On to another - Donald Pleasence

Oh, it's only fitting that I join in every now and then! 

Now, Kris Kristofferson - this ol' chap popped up in Blume In Love (tell me you remember this) with Ed Peck...
...who similarly popped up in Willy Wonka & the Chocolate Factory with TBT!

Next, in honour of a similar game i've started over at HIS forum: Patrick Swayze

Daisy Prince  was in "Deconstructing Harry"  with Mariel Hemingway
who was in "Untitled David Lee Miller Project" with Harry Shearer
who was in What the Pythons Did Next with Tim Brooke-Taylor

Our next contestant is: Kris Kristofferson

Well this has been here well over a month so I've employed a little help from IMDB to answer it.

Wendy O Williams appeared in MacGyver as did
Cuba Gooding Jr who was in Rat Race with
John Cleese who was in the 1948 Show with
Tim Brooke-Taylor

Ok, lets try Daisy Prince

I assume you mean Paul McDermott as I couldn't find a reference to Paul MacDermott anywhere

Here goes,
Paul McDermott was in "The World Stands Up" (2004)  with Adam Hills
Who was in "Return of the Goodies" with Tim Brooke-Taylor

I'm running out of real challenges now.
Wendy O. Williams

Right, I'm rusty as all get out at this, but here goes:

Shane Dundas appears on Sideshow, directed (or produced?)by Ted Robinson.

Ted Robinson also directed various things (let's take Woolongong The Brave for arguments sake) involving the Aunty Jack team, including Garry McDonald.

And Garry in his Norman Gunston guise interviewed Tim.

Um, another one....

Staying with the Sideshow theme: Paul MacDermott.  And you're NOT allowed to use Ted Robinson as a link.

'

zaphod : 'And now (no, not a walk in the black forrest):Alicia Moro

OK, I haven't played this game for a while (which is a real shame since I started the damn thing) so forgive me if i'm a bit rusty.

(30 minutes later...)

A-ha!

Alicia Moro was in Dark Mission (don't ask me how I know, i'm full of useless knowledge) with Christopher Lee...
...who was in The Return Of The Musketeers with Roy Kinnear...
...who was in Willy Wonka & the Chocolate Factory with TBT.

Next: Shane Dundas (aka. one half of the Umbilical Brothers!)

Sue Astbury  was in "Now Get Out of That" with Bernard Falk
Who was in Percy's Progress with Barry Humphries
Who was in "The Secret Policeman's Other Ball" with Tim Brooke-Taylor

And now (no, not a walk in the black forrest):Alicia Moro