How to watch The Problem with Jon Stewart online for free

Jon Stewart mid-interview on The Problem with Jon Stewart
(Image credit: Apple/The Problem With Jon Stewart via YouTube)

We will look for our moment of zen when we watch The Problem with Jon Stewart online with Apple TV Plus this week — and you may not even have to pay to watch. The series is, outside of random appearances on The Late Show with Stephen Colbert, Stewart's return to television, with some twists on The Daily Show's format that helped him become a household name.

First and foremost, The Problem with Jon Stewart (he's right, the title needs a comma) is not airing daily. It's not even weekly, like Last Week Tonight with Jon Oliver. The Problem airs every other week. And unlike The Daily Show or Last Week Tonight, The Problem is an hour-long deep dive into a single topic. 

Stewart's new program looks to not just make us laugh, but analyze how these terrible situations can be fixed. His guests will include "people who are impacted by the issue — as well as those who have a hand in creating the impact," according to Apple. 

Topics for the series will include domestic stories such as comprehensive veteran care and improving support for the American working class, and the show will also tackle global issues. Going by the trailer, which you can watch below, space travel and slave labor will also be discussed. 

Here's everything you need to know about how to watch The Problem with Jon Stewart online. Plus, check out the trailer below:

How to watch The Problem with Jon Stewart from anywhere

If you're stuck abroad — in one of the few countries where Apple TV Plus is not available — you will likely run into geo-fenced restrictions on the platforms and services you can use. But with the help of a virtual private network (VPN), you can watch The Problem with Jon Stewart and all the other services you already pay for no matter where you are. 

Based on our testing, the best VPN is ExpressVPN, which is easy to use and delivers fast internet speeds, making it simple to set up for streaming in no time at all. It also works on practically any device, starting with iOS and Android and including streaming devices such as the Amazon Fire TV Stick and Apple TV. 


Our favorite VPN service, ExpressVPN, is a top choice for those looking to watch Ted Lasso. It's got a solid mix of safety, speed and ease-of-use. Plus, you get an extra 3 months free if you sign up for a year. If you've never used a VPN before and are curious and not sure, there's a 30-day money-back guarantee if you just want to give it a try.

How to watch The Problem with Jon Stewart for free

The Problem with Jon Stewart episodes 1 will stream on Apple TV Plus on Thursday, Sept. 30 at 12 a.m. PT. 

Following episodes will debut every other week.

Apple TV Plus is available in over 100 countries around the world. And you can sample its offerings for free, thanks to its 7-day free trial.


You can watch The Problem with Jon Stewart for free, as new subscribers can take advantage of the Apple TV Plus 7-day free trial. After that, it costs $4.99 per month. Apple TV Plus features excellent originals such as Ted Lasso, Mythic Quest and For All Mankind.

Henry T. Casey
Managing Editor (Entertainment, Streaming)

Henry is a managing editor at Tom’s Guide covering streaming media, laptops and all things Apple, reviewing devices and services for the past seven years. Prior to joining Tom's Guide, he reviewed software and hardware for TechRadar Pro, and interviewed artists for Patek Philippe International Magazine. He's also covered the wild world of professional wrestling for Cageside Seats, interviewing athletes and other industry veterans.