#11: I Wasn’t Raised to be a Freelancer

How do you manage a working life when you make your living as a freelance creative person? My guests and I have all had to answer that question. We also have a common interest in diversity and accessibility In tech. In fact, our conversation moves between those topics quite a bit. We talk about finding your niche in a creative field, and the role of luck and hustle in keeping a freelance life going.

And of course One More Thing


Links from the Show

#9: The Down Arrow Approach

When I invite guests onto The Parallel, based on my address book or Twitter feed, there’s a high likelihood that the resulting show will feature what Allison Sheridan would call an “ever so slight Macintosh bias.” I wanted to change that up a bit, so I invited some friends on to talk about Microsoft. Is this how I become a Microsoft Insider?

We discuss the ways Microsoft is a very different company in 2016 than it was back when many people called it “the evil empire.” And we take some tim to compare and contrast with Apple’s evolution in the same period.

And of course One More Thing.


Links from the Show

#1: The Pilot

Welcome to the maiden voyage of The Parallel. On it, my guests and I take on several Apple-centric topics. You would be right to suspect a pattern developing. Listen in to learn what The Parallel wants to be when it grows up, or click the About link to see if I’ve written anything yet.

Guests: Ken Ray (Mac OS Ken) and Robert Carter (The Tech Doctor)


  • Can Apple News become a friendly and lucrative place for content publishers? Will iOS users who largely ignore Newsstand return to an Apple-branded container to get publications and information? And will News and all its content be accessible to VoiceOver users, or will they mirror the largely inaccessible Newsstand experience?
  • Productivity features in iOS 9, and what they mean for the iPad’s future
  • Who’s excited about Apple Music?

One More Thing: Where do you get your news?