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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, e…
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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 …
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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 AndroidBy Jason Aten and Rahul Vohra
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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.…
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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…
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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-genera…
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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? I…
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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 Scre…
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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…
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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 Assistan…
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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 fo…
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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.…
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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 c…
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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 h…
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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…
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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.…
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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 …
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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 Shaw…
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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 thin…
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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…
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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. O…
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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 MacB…
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Jason and Jess talk about Apple's Event announcing the new M1 Macs, especially the MacBook Air. More importantly, they talk about why they actually matter. Things also get deep as they talk about the importance of having a job that fits the type of life you really want to live. Apple's M1 Mac Event "One More Thing" Apple's New MacBook Air Is Really…
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There’s a lot going on this week as we continue to wait to find out the results of the election. So, we’re going to talk about other stuff. Like, for example, why the gig economy is going to be so important in the future, and why Proposition 22 is a good thing. Jason and Jess also talk about their own experience freelancing, and describe some pract…
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Technical difficulties meant that this episode is late, which just means you're going to get to listen to us twice this week! Also, Jess had a birthday, and we're not asking how old she is. And Jason was in New York to see a car. It was a very nice car. On to the show notes. Jason and Jess talk about the iPhone 12, and whether or not it's worth it …
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Jason interviews Jeff and Erin Youngren, photographers and entrepreneurs in San Diego, CA. The Youngrens run a large photography business that includes weddings, commercial photography, and corporate events. In their conversation, they talk about what it's been like managing a team during the pandemic, at a time when in-person events aren't a thing…
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Jason and Jess talk about the recent iPhone 12/12 Pro review, and why it might be worth upgrading for the cameras alone if your current device is more than a few years old. They also talk streaming services, including the news that Quibi announced it was shutting down. On the other hand, Ted Lasso is not shutting down and is currently the best thin…
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Jason interviews Michael McFall, the Co-CEO of the third-largest coffee franchise in the U.S., Biggby Coffee. In addition to talking about what it's like leading a company with hundreds of franchisees, Jason and Michael talk about how Biggby has adapted and met the challenges of the last 8 months. In addition, they talk about what it means to help …
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Well, we made it ten episodes. Jason and Jess talk about the iPhone Event, and all four of the new iPhone 12 models. First, however, there are important things to cover like whether the “holiday” shaped Resse’s are better than the standard “cups.” (They are.) They also talk about the HomePod Mini, why it's so important to Apple, and whether anyone …
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Jason talks with Aaron Levie, the co-founder and CEO of Box. In addition to some honest conversation about how coping with a pandemic is just hard, they talk about how companies can thrive even in disruptive--and difficult--circumstances. The conversation includes how Box is helping its team deal with working remotely, and what the company is doing…
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Jess and Jason talk about the most important thing about working remotely--how to make the perfect cup of coffee. We also talked about how technology can both help us be more productivity, but all that productivity is starting to lead to burnout for a lot of people. Plus, Jason talks with Shawn Blanc from The Sweet Setup about how he researches and…
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In this special interview episode, Jason talks with Andy Puddicombe, who is the co-founder of Headspace. They talk about Headspace and its unique partnership with Microsoft, as well as how we can all use mindfulness to fight against the burnout and distraction that comes with trying to be productive in this very challenging time. Be sure to check o…
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We gave Jess the week off (don't worry, she'll be back next week!) so Jason interviewed Andy Owen, who is a video producer and corporate YouTuber (it's a thing, really) for TechSmith. You may be familiar with a few of TechSmith's products like Camtasia and Snagit, and if you are, Andy's a part of the reason why. We talk about what it's like going f…
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Jason talks with AppleInsider Podcast co-host, Stephen Robles about the latest Apple gadgets, including the new iPad Air and whether it's a worthy replacement for your laptop or desktop. Also, what does the iPad Air mean for the future of the iPad Pro. We also had some conversation about the Apple Watch. We actually recorded this just after Stephen…
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Jason and Jess talk about some of the latest efforts by tech companies to make gadgets that are supposed to make us more productive. They also ponder whether anyone really needs a dual screen device like the Microsoft Surface Duo, or a foldable like the Samsung Z Fold 2. Oh, and of course, there’s some follow up on the Apple Watch Series 6, since w…
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In this special interview episode, Jason talks with HubSpot's CEO and Co-Founder, Brian Halligan about how working remotely has affected HubSpot's team as they launch a new product, and stage a major virtual conference. Inbound is one of the most popular marketing events, drawing more than 25,000 people last year to Boston. This year, the event is …
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Jason and Jess talk about the September Apple Event, and whether the Series 6 is worth the upgrade. Jess talks about whether or not she has buyer’s remorse, or if she’ll just give that rose gold Series 3 to her son. There’s also conversation about the new iPad Air, and whether an iPad can replace your laptop if you’re working remotely. Plus, as a b…
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In light of the news that we're likely to see a new Apple Watch next week, Jason and Jess talk about buying a new Apple watch--well, four actually. Plus, we talk about why the Apple Watch is such a great productivity tool for working from home. We also talk about why everyone who works from home needs a door, or--at a minimum--a good pair of headph…
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