MacVoices #20141: Rosemary Orchard Takes Over WhenWorks And Talks OmniFocus
Release Date: 05/23/2020
MacVoices
Adobe paid $150M to settle a suit over confusing subscription cancellations. Chuck Joiner, David Ginsburg, Marty Jencius, Brian Flanigan-Arthurs,, Jim Rea, Web Bixby, Eric Bolden, and Jeff Gamet argue the company escaped with minimal real impact while keeping problematic practices. The discussion also includes to Google Fiber’s uncertain future under private equity and likely price hikes. Digg’s abrupt shutdown highlights bot traffic challenges, and a musician’s unconventional $2M album sale sparks debate about evolving and creative monetization...
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David Pogue discusses his new book, , covering the inspiration behind it, the unusual format, and the research required to assemble its stories and images. The discussion explores Apple’s greatest turning points, quirky Steve Jobs anecdotes, unseen prototypes, and the company’s enduring mission. The conversation also looks at why Apple inspires such loyalty, scrutiny, and fascination across generations. This edition of MacVoices is brought to you by the MacVoices Dispatch, our weekly newsletter that keeps you up-to-date on any and all MacVoices-related information. today and don't...
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The March 2026 Update covers major changes across the show, including a new thumbnail system created with vibe coding, a move from Mailchimp to Kit for the Dispatch newsletter, and a new way to publish live show notes for viewers and patrons. Chuck also outlines schedule update, highlights the role of MacVoices Magazine, and thanks supporters whose contributions help keep everything moving forward. Show Notes: Chapters: [0:00] Introduction to the March 2026 update [0:09] Overview of major changes underway [1:13] New thumbnail workflow and vibe-coded app [2:06] Using Claude for vibe coding...
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The Road to kicks off with organizer Mike Potter, previewing the biggest event yet as the conference marks its 10th in-person year. He outlines new additions including Ecamm’s Creator Camp, a Saturday troubleshooting super session, and another upcoming surprise announcement. The conversation also covers expanded 90-minute sessions, community interaction, pricing, lodging, and why this year’s gathering in Crystal Lake promises more learning and connection than ever. This edition of MacVoices is brought to you by our Patreon supporters. Get access to the MacVoices Slack and...
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Ken Ray, Mike Potter, and Chuck Joiner mark 20 years of podcasting by reflecting on how their shows began, how the medium evolved, and why they still love doing it. They share stories of improvised early gear, changing formats, audience connection, discoverability, and the friendships built along the way. The conversation also explores what defines a podcast, the value of audio, and why putting yourself out there still matters. Show Notes: Chapters: [0:00] Introduction to a 20-year podcasting conversation [0:38] Ken Ray on his radio roots and daily Apple news [5:15] Ken’s...
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Canva’s new Magic Layers AI tool converts flat images into editable layers, simplifying design tasks like removing or modifying elements. The panel ofC huck Joiner, David Ginsburg, Marty Jencius, Brian Flanigan-Arthurs, Jim Rea, Web Bixby, Eric Bolden, and Jeff Gamet recognize the benefits of expanding creative access to non-designers and speeding workflows, but express concern around misuse, including watermark removal. The discussion contrasts individual creativity gains with enterprise challenges around security, compliance, and controlled AI...
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Charlotte Henry and Chuck Joiner discuss why Apple TV+ still feels undervalued despite an expanding slate of films, kids programming, awards recognition, and sports success. They highlight Outcome, My Brother the Minotaur, Slow Horses, and F1, examine how awards signal depth across genres, and explore how live sports, global stars, and the Sports app are helping broaden Apple TV’s reach. Show Notes: Chapters: 0:00 Introduction and Apple TV+ as an overlooked platform 1:04 Why Apple TV+ still feels undervalued in streaming 4:25 Apple TV+ star power and the film Outcome 8:32 Why kids...
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Apple’s measured AI strategy is the topic of a compelling article by Horace Dediu, arguing that restraint and flexibility may prove smarter than heavy investment. Chuck Joiner, David Ginsburg, Marty Jencius, Brian Flanigan-Arthurs, Jim Rea, Web Bixby, Eric Bolden, and Jeff Gamet discuss the conclusions before moving on to improvements in voice assistant reliability, the collapse of Samsung’s tri-fold phone, and Apple’s cautious stance on foldables. The conversation wraps up with AI hardware experiments, increased Claude access, and new private workspace...
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A surprise refresh of the AirPods Pro Max headphones sparks debate over features, pricing, and real-world usefulness compared to smaller alternatives. Chuck Joiner, David Ginsburg, Marty Jencius, Brian Flanigan-Arthurs, Jim Rea, Web Bixby, Eric Bolden, and Jeff Gamet also discuss the results of a teardown of the MacBook Neot hat highlights improved repairability and growing community experimentation. The group also explores Apple’s support of older devices for security and compatibility, and a strategic acquisition aimed at strengthening video editing...
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The panel explores how users are moving data between AI platforms like Claude and ChatGPT to improve personalization and workflow efficiency. Chuck Joiner, David Ginsburg, Marty Jencius, Brian Flanigan-Arthurs, Jim Rea, Mark Fuccio, Web Bixby, and Eric Bolden examine evolving subscription options from Setapp, including à la carte pricing, react to the billion-dollar sale of internet tools like Speedtest and DownDetector, and close with real-world example of how hacked apps are being used in modern cyber warfare and psychological operations. Today's MacVoices is supported by TV+ Talk,...
info_outline<p><strong>Rosemary Orchard</strong> returns to talk about her most recent project: taking over <a href="http://when.works"><strong>WhenWorks</strong></a>, the service that helps you schedule your appointments with others at times of mutual convenience without revealing your entire calendar. Rosemary explains how she came to WhenWorks, why she didn’t want to see it go away, some of the things under development. Then, we talk about getting started with OmniFocus, and her book, <strong><a href="https://omnifocusbook.com/home/">Build Your OmniFocus Workflow</a></strong>, and how to break down those big tasks into smaller, more manageable chunks.</p>
<p>This edition of MacVoices is sponsored by<strong> <a title="Smile" href="http://www.smilesoftware.com" target="_blank" rel="noopener">Smile</a></strong>, the makers of <a href="http://smilesoftware.com/PDFpen/index.html"><strong>PDFpen</strong> </a>and <a href="http://smilesoftware.com/PDFpenPro/index.html"><strong>PDFpenPro</strong></a>,<strong> <a target="itunes_store" href="https://itunes.apple.com/us/app/pdfpen-for-ipad/id490774625?mt=8&uo=4&at=11ldw7">PDFpen for iPad</a></strong>,<strong> <a target="itunes_store" href="https://itunes.apple.com/us/app/pdfpen-for-iphone/id557705455?mt=8&uo=4&at=11ldw7">PDFpen for iPhone</a></strong>,<strong> <a target="itunes_store" href="https://itunes.apple.com/us/app/pdfpen-scan+-ocr-pdf-text/id685513192?mt=8&uo=4&at=11ldw7">PDFpen Scan+</a></strong>, as well as <a href="https://itunes.apple.com/us/app/textexpander-for-mac/id405274824?mt=12&at=11ldw7"><strong>TextExpander for Mac</strong></a> and<strong> <a target="itunes_store" href="https://itunes.apple.com/us/app/textexpander/id326180690?mt=8&uo=4&at=11ldw7">TextExpander for iPhone and iPad</a></strong>, as well as the new <a href="https://smilesoftware.com/textexpander"><strong>TextExpander for Windows</strong></a>. Great software to help you get more done.</p>
<p style="text-align: center;"><a target="_blank" href="http://www.smilesoftware.com" rel="noopener"><img height="73" style="border: 0pt none;" border="0" src="http://www.macvoices.com/ads/SmileLogo2010-Horz-web-500w.jpg" alt="http://SmileSoftware.com" width="303" class="aligncenter" align="middle"/></a></p>
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<h3>Show Notes:</h3>
<p><strong>Guests:</strong></p>
<p><strong>Rosemary Orchard</strong> is a nerd, automator, and chocaholic. When she’s not making Shortcuts or podcasting about them, you’ll frequently find her discussing her love of iPads and other Apple technology on <strong><a href="http://rosemaryorchard.com/">RosemaryOrchard.com</a></strong>, <strong><a href="https://www.relay.fm/automators">Automators</a></strong>, <a href="https://nestedfolderspodcast.com/"><strong>Nested Folders</strong></a>, <a href="https://thesweetsetup.com/"><strong>The Sweet Setup</strong></a>, and <strong><a href="http://screencastsonline.com">ScreenCastsOnline</a></strong>. She is runs <a href="http://when.works"><strong>WhenWorks</strong></a> to help you schedule appointments more efficiently. Originally from the UK she now calls Vienna, Austria, home…until she returns to the U.K. Follow her on <a href="http://twitter.com/RosemaryOrchard"><strong>Twitter</strong></a>. </p>
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