Undigital Podcast

In this episode, Airbnb CEO Brian Chesky discusses the company’s latest innovations, including the introduction of the co-hosting network and new guest experience updates. He reflects on the impact of “Airbnb Categories” and how the platform is evolving to provide more personalized travel experiences. Chesky also shares his leadership philosophy, emphasizing the importance of staying present in th...

Medical Doctor-turned-YouTuber, Ali Abdaal, joins me to talk about his new book  Feel Good Productivity: How to Do More of What Matters to You Find Ali: youtube.com/aliabdaal Find Ali's book: feelgoodproductivity.com Get it on Amazon  

Eric Johnson joins me for a conversation about how SurveyMonkey is getting back to its roots and rethinking the way it serves its customers. We also talked about the company's newest product, as well as why AI isn't just a marketing term if you are thoughtful and intentional about using it to add value to users.    Thoughts from Our CEO (SurveyMonkey Blog)

Jason and Rahul talk about the problem of email, as well as how Superhuman says it saves its users as much as 3 hours a day. Plus, they walk through the brand new release of Superhuman on Android.    Superhuman in the iOS App Store Superhuman in the Google Play Store Superhuman launches on Android

Notion is launching its AI features to the public, and Jason has questions. What does it mean for how we work? What about my data--will it be used to train language models? In this conversation, Jason talks with Notion's CEO, Ivan Zhao, about what the new AI features mean, and how they might just fundamentally change the way we work. 

Jason is joined by guest Stephen Robles to talk about movies, drinking water, and podcasts. Mostly, we talk all about the brand new (but also very much the same) 2nd-generation HomePod. Stephen did an in-depth review of how it compares to various other (more expensive) sound setups and we talk about why Apple brought it back after discontinuing the OG HomePod in 2021. Jason's HomePod Review Movies...

Jason and Jess talk about ChatGPT, the ai-text generator that has more than a million users. Microsoft recently announced it was investing $10 billion in OpenAI, the creator of ChatGPT. What does that mean for Microsoft? How about Google Search? We talk about it all--including the controversy around CNET, a tech publication that was using AI-generated text to publish articles. ChatGPT + Microsoft...

Jason and Jess have thoughts about the Twitter mess, because of course everyone has thoughts now that the richest man on earth is messing with, well, everything. More importantly, however, we try to settle once-and-for-all whether you should be using Safari or Chrome (or something else like Brave). Is Safari good enough to use on a regular basis? Is Chrome really stealing all of your personal info...

Jason and Jess reveal what's on their iPhone home screens and lock screens. We also talk about why we include certain apps and widgets and cover some best practices for keeping all the apps on your iPhone organized.  **Sorry for the delay in publishing due to Jason's Portuguese travel adventure**   Links from this episode: Making the most of Lock Screens and Home Screens Jason's Interview with Dav...

Jason and Jess talk about Apple's newest iPads, as well as what an iPad is even for. Should you buy one? If so, which is the best one based on your needs? We get into it and even talk about a couple of the best non-iPad tablets available.  Links from the show: Level Lock+ Jason talked about the new iPads on the AppleInsider Podcast Jason's Review of the new iPads (Inc.com) The Mighty iPad Mini If...

Jason and Jess talk about their smart home setups and whether Google, Amazon, or Apple have the best smart home ecosystems. We also cover our favorite smart devices, and what you should know about Matter. Off topic, we discuss the best travel apps, and Jess has a gadget that she's very excited about.  Links from the episode: Alexa vs Google Assistant vs Siri What's the Matter? (via MacRumors) Goog...

In this reboot episode, we talk about what has changed over the past year, and what is changing moving forward. That includes a brand new name for the Podcast starting next week (you don't have to do anything, it'll just appear here as usual). Starting next week, the show will be called UnDigital and it will continue to appear right here, with a focus on having practical conversations about tech a...

Jason talks to Airbnb CEO Brian Chesky about why hybrid work doesn't work, how the company made it through a pandemic when no one was traveling, and how he's thinking about the future of work. Chesky also gives an overview of what he says is Airbnb's biggest change yet, making it far easier to find your next travel destination. 

Jason and Jess are returning with new episodes every other week, starting March 2nd. 

Jason talked with Evernote's CEO, Ian Small about how the company is reinventing its app by going back to its roots.  Anyone who has used productivity software is likely familiar with Evernote. Over the past few years, however, many people moved on as it seemed like Evernote "lost its way." After rebuilding the entire thing from the ground up, the company is adding features like task management an...

Jason and Jess talk through Apple's recent announcements, including the purple iPhone, AppleCard Family, the new iPad Pro, and the colorful new iMac. They also touched on the controversy at Basecamp, including the problem with taking sides. That's a lot for one episode, but I think we made it through.

Jason talks with Tamar Yehoshua, who is the head of product for Slack. Everyone knows what Slack is, especially if you work remotely. In this conversation, Jason and Tamar talk about how Slack handled its own shift to being fully remote this past year, as well as how it has adapted to help its customers do the same. Plus, Tamar shares a few super helpful power-user tips for using Slack to be produ...

Jason interviewed author and Entrepreneur Donald Miller about his new book, Business Made Simple, as well as what it was like to completely transition his company and team of 40 to working remotely.  Also, be sure to check out my review of the book for Inc.com (Apologies for the Zoom-meeting quality audio) You can find Donald Miller on Instagram , or check out the book on Amazon . 

Jason and Jess get caught up after taking a week off. They also talk about what comes next--you know, after the world gets back to "normal," whatever that means. Specifically, what will working remotely look like when people start heading back to the office.  https://www.computerworld.com/article/3599140/the-work-from-home-employee-s-bill-of-rights.html https://www.businessinsider.com/lifestyle-ov...

Yes, we skipped last week. Life happens. To make up for it, this week, we've got a piece of Jason's interview with David Smith, the developer behind Widgetsmith, which was the top free app in the iOS App Store for weeks last year.  You'll have to forgive the audio difference, we recorded the interview for a piece I wrote, but there some great stuff and David was kind enough to give permission to u...

Jason and Jess talk about the holidays, along with a few of their favorite gifts this year. Then, looking ahead, they get into some of the tools and tips that can help everyone start 2021 productively.  Graeter’s Ice Cream Skyline Chili Ember Mug Grovemade Desk Pad AeroPress Fantastical Things Trello Basecamp Notion Episode 008 - Interview with Shawn Blanc The Best iPhone app is Siri + Reminders A...

Jason and Jess talk about the things they learned this year, especially about working remotely, as well as personally. Maybe more important, they talk about what they look forward to in the coming year. There's also plenty of conversation about Christmas cookies, because, well, decorating Christmas cookies on Zoom is the most 2020 thing we can think of. Also, Jason talks a bit about his experience...

Yeah, it's episode 20 of 2020! Jason and Jess talk about tips for being productive and avoiding burnout while working from home, especially considering a lot of people are going to be doing just that for a while. Of course, they also had to talk about how much Jess likes her new MacBook Air, and the recent announcement of Apple’s AirPods Max, which are $550 headphones. Does anyone need $550 headph...

Mostly, Jason and Jess talk about how we're all doing pretty much everything wrong. Sure, we made it through Thanksgiving, but it was a lot different than in the past. That includes shopping for gifts on Black Friday/Cyber Monday, but doesn't stop there.  We also talked about Salesforce buying Slack and what that means for people working remotely. Oh, and Microsoft introduced a "tool" that was rea...

Happy Thanksgiving. Jason and Jess talk a little about her new M1 MacBook Air, but mostly about the things we're looking forward to about the holidays. Of course, that includes our favorite traditions and Christmas movies. No, it's not too early for Christmas movies. For that matter, Jason already has two Christmas trees up already. Jason's M1 MacBook Air Review iOS apps on the Mac are, well, bad....