Troy Young, president of digital media at Hearst Magazines, joins us to discuss how traditional media companies change — and what will determine the winners in the fast-changing digital media market.

Rosemarie Ryan, CEO of Co:Collective, says she quit advertising five years ago when she quit the top post at J. Walter Thompson to start her own entrepreneurial venture. So why is "agency" such a bad word these days? Ryan joined this week's episode to discuss that, and more.

Mic CEO Christopher Altchek gives us the dish on millennials, why legacy media and brands have failed to reach them and why the future of digital content is distributed. 

Skift CEO Rafat Ali joins us to talk about while media companies are rarely really "tech companies", why running a media company is so hard, and why so many sites today won't be around in a few years. 

Casper co-founder and creative director Luke Sherwin joins us to talk about how Casper is trying to change the way people buy mattresses, the challenges of digital commerce and why it used to let people take naps in its NYC office.  

R/GA head of copywriting Chapin Clark joins us to reflect on South by Southwest, the staying power of Meerkat, any why Starbucks's #racetogehther campaign may not be as harebrained as everyone thought. 

J Walter Thompson president Lynn Power joins us to talk about the agency people problem. The big questions: Are salaries the problem? Do clients make it worse? And: How can agencies keep their people from getting snatched up by the likes of Google and Facebook? 

Slate general manager Brendan Monaghan joins us to talk about the recent rise of podcasting, why Slate launched its own podcast network and what the industry needs to go beyond Squarespace and MailChimp. 

Mail Online CEO Jon Steinberg joins us to talk about the risks and rewards of publishing directly to platforms, the early success of Snapchat Discover and what the industry gets wrong about native ads. 

Luma Partners CEO Terry Kawaja joins us to talk about why ad tech companies keep popping up -- and why that's unlikely to change anytime soon.