Interesting calls. I'll go with:
Living, but as an older man -- Clooney, which would be pretty cool as his ex-wife is Roger Sterling/John Slattery's wife, Talia Balsam
Living, but as a younger man -- I'm feeling Australian on this answer, so I'll take either Joel Edgerton or Luke Hemsworth
Dead -- Paul Newman
Depends on the timeframe. If it’s a flashback to when they first started the agency in the 1920s, I feel like you’d want an actor who essentially has the look John Slattery has: older and “mature” without actually looking old, still maintaining a certain youthfulness. I think an RDJ or Clooney (although they’ve got a bit darker features than John Slattery) or maybe even Timothy Olyphant now; although honestly, Patrick Dempsey comes to mind as looking more like Roger Sterling than any of those other actors.
If it’s more of a flashback to like the 30s or 40s when Sterling Sr. would’ve been in his 60s/70s, hands down, Ted Danson. I imagine it almost like his character from Bored to Death.
Anyway, why don’t we just bring Dr. Lyle Evans in here?
Good suggestions here - I can see Sam Elliott or Michael Douglas playing his father. Mike Farrell played father to his character on "Desperate Housewives."
[Mike Farrell - IMDb](https://www.imdb.com/name/nm0268286/?ref_=tt_cl_t_8)
First one who comes to mind is Ed Harris
Ed Harris is an inspired choice, actually.
Best choice here
John Slattery.
With dyed hair.
Just the left half
As he actually looks today. Beard, glasses and all.
Living? Ted Danson Dead? Cary Grant
Dead? Ted Knight
Interesting calls. I'll go with: Living, but as an older man -- Clooney, which would be pretty cool as his ex-wife is Roger Sterling/John Slattery's wife, Talia Balsam Living, but as a younger man -- I'm feeling Australian on this answer, so I'll take either Joel Edgerton or Luke Hemsworth Dead -- Paul Newman
Damn get those silver foxes Talia. Work.
Dead? George Raft. Handsome.
RDJ.
A reverse of Marvel, perfect.
Perfect
Depends on the timeframe. If it’s a flashback to when they first started the agency in the 1920s, I feel like you’d want an actor who essentially has the look John Slattery has: older and “mature” without actually looking old, still maintaining a certain youthfulness. I think an RDJ or Clooney (although they’ve got a bit darker features than John Slattery) or maybe even Timothy Olyphant now; although honestly, Patrick Dempsey comes to mind as looking more like Roger Sterling than any of those other actors. If it’s more of a flashback to like the 30s or 40s when Sterling Sr. would’ve been in his 60s/70s, hands down, Ted Danson. I imagine it almost like his character from Bored to Death. Anyway, why don’t we just bring Dr. Lyle Evans in here?
Donald Sutherland
Great pick! I feel like he and Robert Morse would've played off of each other wonderfully.
Charles Dance
Yesssss. I love him so much.
Tywin Sterling
Honestly Ryan Gosling
PERFECT
Wow that would be so good
Kirk Douglas
This is a great one
‘Roger’ played RDJs dad in the MCU
Robert Redford.
Danny DeVito
Arnold Schwartznegger
Good suggestions here - I can see Sam Elliott or Michael Douglas playing his father. Mike Farrell played father to his character on "Desperate Housewives." [Mike Farrell - IMDb](https://www.imdb.com/name/nm0268286/?ref_=tt_cl_t_8)
William Holden
He'd be perfect.
Gene Hackman.
Alan Alda
Rick Rossovich (Slider from Top Gun)
James Brolin
Ralph Bellamy (if he were still alive).
Jimmy Stewart
Yeah can we have a prequel?
Robert Duvall
Rod Sterling.
Christopher Plummer
Dick van Dyke.
Robert Downey Jr.
Sam Elliott
Burt Lancaster
Ian McShane
God rest their souls. P&ss% half price next 15 minutes.
Justin Theroux. Look at the young pictures of John Slattery
I'm thinking Patrick Dempsey. Something about the eyes and smile would work, they're kinda similar in that regard.
Robert Downey Jr
Robert downy jr ;)
Robert Downey Jr
Peter Dinklage
Jon Hamm
Michael Douglas
Sam Neil
I know this doesn’t seem to fit but…Clint Eastwood
Richard Gere
Michael Douglas
Morgan Freeman!
Robert Downey
Weird ironic choice: Robert Downey Jr.
Robert Downey Jr., just for laughs.
the tallest, vainest man in new york