PODCAST · technology
Technically Working
by Damashe Thomas and Michael Babcock
"Welcome to 'Technically Working', the go-to podcast for tech enthusiasts and productivity seekers alike. Hosts Michael Babcock and Damashe Thomas take you on a journey through the ever-evolving world of technology and productivity. As Mac OS and iPhone users, they share their personal experiences and tips on staying productive while using these tools. But they don't stop there - they also explore other platforms like Android and Windows to bring you a comprehensive view of the tech landscape. Tune in each episode to hear them keep each other accountable, discuss the latest tools and strategies, and share their journey to reaching their goals. Whether you're a small business owner, freelancer, or simply looking to boost your productivity, 'Technically Working' is the perfect podcast for anyone looking to level up their tech skills and get things done."
Episodes
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#184 – Feelings with no Mike
Damashe's soloing again No, the team isn't breaking up, listen to find out what happened to put Damashe in the solo position again. Also, you do get Mike at the end, demoing the Remote Incident Manager from iOS. Links Remote Incident Manager Travel router mentioned Social Michael Damashe TW Bot...
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#183 – I Let AI Buy My Wife's Anniversary Gift
Would you trust AI to buy an anniversary gift for your spouse? Michael did, and the results might surprise you. This week on Technically Working, Michael shares how he used Muse to shop for anniversary gifts, from picking out flowers to finding a turtle-themed water bottle. Damashe and Michael…
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#182 – Solo report
Solo Report Damashe has to take this one alone… Is it a rant, a rage, a bunch of silence… check it out and see. Social: Damashe Michael TW Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at...
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#181 – It Actually Goes and Does the Things
Michael has been experimenting with Meta Muse, and what caught his attention is not just how it answers questions, but how it can actually go do things. We talk about using AI for reminders, calendar management, travel information, research, and other tasks that usually require jumping between...
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#180 – The Mixer Finally Talks
Episode Description Michael is getting hands-on with the RØDECaster Pro II, and thanks to Sean’s AccessCaster software, the mixer is finally usable without relying on its touchscreen. Michael and Damashe walk through the hardware, routing, multiple-computer setup, smart pads, monitoring, and what...
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#179 – Making Your Computer Yours Again
Damashe is joined by Shaun Preece of Double Tap to talk about what happens when AI coding turns “I wish this worked differently” into “maybe I can fix it myself.” Shaun shares how he went from programming years ago to experimenting with Claude Code, while he and Damashe compare how AI has changed...
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#178 – I Just Don’t Want to Do It
Technically Working 178: I Just Don’t Want to Do It Show Notes Michael and Damashe start out talking about GPT 6 and the ways AI has moved beyond being something interesting to experiment with and into something they actually use to get work done. Damashe shares how ChatGPT helped him…
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#177 – The Bot Couldn’t Get Out
Technically Working 177: The Bot Couldn’t Get Out Show Notes Michael and Damashe begin with a look at how AI can turn convention documents into WordPress pages, Gravity Forms, confirmation messages, and other ready-to-use materials. They discuss why a smoother payment process matters and how...
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#176 – I Shouldn’t Have to Tell the Intelligence
I Shouldn’t Have to Tell the Intelligence Michael and Damashe explore what happens when AI tools are asked to work instead of simply answer questions. Damashe shares his experiences using ChatGPT to reorganize a Numbers spreadsheet, Claude to manage email, and an AI-assisted product search that...
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#175 – Our Access Is Not Your Excuse
Michael and Damashe are back after St. Louis with an episode that runs long on opinions. Michael shares early Earshot numbers, explains why he is building iCloud sync with privacy defined up front, and walks through why the iOS simulator makes VoiceOver testing nearly impossible. Damashe lays out...
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#174 – Live from BITS HQ: Earshot Hits the App Store
Michael and Damashe record live from the ACB Convention in St. Louis, in a suite generously loaned by Larry Watkinson and Kayla. This one is a room full of people, a passed microphone, and a lot of new tech announcements. The two hosts also met in person for the first time this week. Handshakes…
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Our Perspective
Feed Drop Hey, we're sharing the first episode of Our Perspective, while Damashe waits for the recording gear to arrive to his house for episode 174. Enjoy and subscribe to our perspective. Support Technically Working by contributing to their tip jar:...
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#173 – Time Is Just a Construct
Episode summary Michael has submitted Earshot to App Review, leading to a tour through App Store Connect’s confusing controls and an expedited-review form that required sighted assistance. He is also stress-testing Start Posting, a Mastodon scheduling tool designed with screen-reader users in…
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#172 – That Beep Is a Showstopper
Michael has Echo Vision glasses in for testing, and before he can say much about how they work, there is the beep. A loud, high-pitched beep every time the glasses go into the case or come back out. Damashe tries to be reasonable about it. It does not last long. From there the show goes AI-heavy:...
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#171 – We Also Do Interiors
Technically Working 171: We Also Do Interiors Episode summary Michael and Damashe finally come clean about the interior design business they have been running in secret. Damashe weighs a Comcast contract against fiber that has not arrived yet. Michael downgrades his Claude plan, turns Claude into…
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#170 – Technically Working Episode 170: Turn the Right Knob, People Hear You
Audio Gear Talk Damashe kicks off with an audio interface mishap. He shipped most of his demo gear to Austin for the NFB National Convention, including his usual recorder, and had to quickly set up the Zoom H5 Studio instead. After a few minutes of confusion over gain knobs, the fix turned out to...
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#169 – Apple's Price Hikes, Smart Glasses, and AI Policy Whiplash
What We Cover This Week Earshot Development Progress and the Claude Workflow Michael walks through where the Earshot podcast app stands after another round of Claude-assisted development. The improvements keep landing, the test loop is tightening, and Michael shares what's working in the...
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#168 – Multi-Agent Madness: Rebuilding Earshot the Hard Way
Recorded on Father's Day, episode 168 opens with Michael and Damashe wishing each other a happy Father's Day before diving into everything going on in the world of AI, coding agents, Earshot, and more. Support the Show If you enjoy Technically Working, you can make a one-time tip or set up a...
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#167 – We're Going to Atlanta
This week, Mike and Damashe dig into Earshot build 99, react to WWDC 26, and ask the big question: are AI agent devices actually ready to replace your phone? Spoiler: your ride might end up in the wrong city. What We Talked About Earshot Update - Build 99 The new alphabetical library picker is...
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#166 – If You Used a Passkey, Why Are You Asking for a Code?
Passkeys are supposed to make your life easier. So why is Amazon still asking for a six-digit code after you just proved who you are with one? This week, Michael and Damashe dig into what companies are getting right and wrong with passkey implementation, including PayPal's rocky start and how one...
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#165 – No Excuses Left for Inaccessible Apps
Michael kicks things off from a proper setup. Damashe kicks things off from a boom arm clamped to his nightstand — because he's mid-move and the show must go on. From there, the conversation covers a lot of ground: Michael is beta testing Quill, a new cross-platform Markdown writing app from BITS...
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#164 – Building the podcast app I actually want
Michael's been frustrated with his current podcast app for months, so he did what any reasonable person would do: opened Claude, wrote a PRD, and started building. Thirty-six versions later, there's a working iOS podcast app with a cross-platform plan, real testers giving feedback, and a list of...
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#163 – Our Perspective Launches, Substack Experiments, and Hotel Room Recording
Michael and Damashe catch up from two different locations this week. Damashe is recording from a hotel room in Orlando with the Beta 87A he found at the bottom of his AT Guys backpack. Michael shares an exciting podcast launch and a new writing experiment on Substack. Topics covered in this...
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#162 – Already Outgrown: Moving Two Doors Down
Mike's back from a workation and Damashe is recording from a cardboard box in his old office because the new office already isn't big enough. We get into audio app updates, the travel boom arm setup, a new podcast project called Our Perspective, and answer a listener question about starting an...
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#161 – If I Can't Hear Me, They Can't Hear Me
Technically Working Episode 161: If I Can't Hear Me, They Can't Hear Me Episode 161 comes to you from a hotel room. Michael is on the road with Mallory, recording over hotel Wi-Fi with the DJI wireless mics, and Damashe is at his desk for one last show before move day. What started as a check-in...
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#160 – Push to Talk, Pull to Cloud
Technically Working Episode 160: Push to Talk, Pull to Cloud Episode 160 opens with the numbers. Total downloads across the lifetime of the show have hit 33,505, with episode 159 pulling 137 listens and episode 158 sitting at 157 after 14 days. The average is holding around 150 per episode and…
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#159 – Zoom Bloat, NVDA Wins, and the Great BlindShell Retreat
TW 159: Zoom Bloat, NVDA Wins, and the Great BlindShell Retreat Mike and Damashe catch up on a Wednesday (weird, we know). Damashe wraps up his BlindShell experiment after about three weeks, shares news about a new commercial office space, and both hosts get into why Zoom keeps bolting on…
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#158 – Push to Talk
Michael's audio is doubled and nobody knows why. What starts as a deep dive into Audio Hijack routing, virtual devices, and a suspicious SoundSource redirect turns into a full troubleshooting session that anyone running a complex audio setup will relate to. Damashe shows up with a new Earthworks...
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#157 – This Is Fine, Everything Is Fine
Episode 157 opens with a VoiceOver volume bug on Michael's Mac that resets to 100 percent every time he command tabs. Damashe suggests the nuclear option: reset your VoiceOver settings. Back them up first. From there, Damashe gets into his Blindshell Classic 3 experiment. He's been using it as…
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#156 – Streaks, Macs, and Smart Locks
Episode 156 opens with some breaking Apple news: the Mac Pro is officially dead. Damashe breaks down why that decision probably came down to Apple Silicon's unified memory architecture and what it means for professionals who relied on the Mac Pro's expandability. We trace the full arc from the...
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#155 – Walking In With Confidence: CSUN, Braille Displays, and Server Shenanigans
Damashe and Michael are back for episode 155 of Technically Working, and this one is packed. They start by addressing the episode 153 publishing mishap where Michael's audio track was accidentally left out of the Auphonic template, leaving listeners with a two-person conversation missing one of…
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#154 – Backing Up Right, The Vocaster Deep Dive, and How We Actually Got Started with AI
Michael and Damashe open with a hard-learned lesson about database backups after an update to the Builder tool wipes fresh data, and why separating your database from your app files matters more than you think. From there, the episode shifts into the next chapter of the audio gear mini-series: a...
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#153 – Feeling It: A Deep Dive into Multi-Line Braille Displays
Episode Summary This week, Michael and Damashe are joined by Chris, an assistive technology professional who is one of the few people in the accessibility community using both of the major multi-line Braille displays currently on the market: the APH Monarch and the DotPad X. The conversation…
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#152 – Mics, Passwords, and Postmark: Getting Your Tech Stack Right
2. Show Notes Episode 152 - Technically Working Michael and Damashe are back with a packed episode covering gear, passwords, transactional email, and how to get the most out of your AI tools. Plus, Mike hits a milestone and there's a guest teased for next week. Topics covered: Mic Talk…
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#151 – Mic Check: Video Mics, Audio Interfaces, and Vibe Coding Wins
This week, Damashe and Michael dive into a hands-on comparison of the DJI Mic Mini and DJI Mic 2, talking through what makes these wireless lapel mics shine for video content and where they fall short for audio-only podcasting. You'll hear Damashe's mic in action throughout the episode. Damashe...
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#150 – Fixing VoiceOver Menus, Audio Hijack Deep Dives, and Our Social Media Marketing Strategy
Episode 150 - Published February 15, 2026 Michael and Damashe celebrate episode 150 with a technical troubleshooting session that turns into a masterclass on VoiceOver settings, Audio Hijack experimentation, and podcast marketing strategies. In This Episode: VoiceOver Menu Fix (Critical for Mac...
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#149 – Hiring Claude as a $100 Virtual Assistant
Episode 149: Hiring Claude as a $100 Virtual Assistant Episode Description This week, Damashe considers canceling his Claude subscription... only to immediately sign up for a more expensive plan to hire Claude as his virtual assistant. Meanwhile, Michael tackles a Stream Deck accessibility…
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#148 – Cookie, Claude Bot, and the “Run It on a Pi” Rule
Show Notes This episode covers a wide range of real-world tech experiments, AI tools, and the line between helpful automation and “maybe don’t give that full access yet.” We start with money talk (not advice). Damashe shares that he finally opened a Fidelity account and bought his first stock,...
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#147 – AI Everywhere: Smart Homes, Smarter Servers, and Dumber Customer Service
This week starts nerdy and only gets nerdier in the best way. Michael and Damashe bounce from Apple rumors to AI customer service fails, with plenty of practical tech talk in between. 🤖 Apple, AI, and the Future of Siri We dig into the rumors around Apple’s AI direction and what it might really...
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Chunk the Text, Treat the Room, and Let Your Assistant Do the Follow-Up
Show notes (Technically Working, Episode 146) This week starts with a dramatic voice demo and turns into a practical conversation about TTS quality, accessibility, and the friction that slows down real work. In this episode, we talk about: More expressive on-device voices (and why “emotion” in…
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Teaching Tech, Tethering Pain, and a Little CES Talk
Episode 145: Teaching Tech, Tethering Pain, and a Little CES Talk This week we bounce between real life and real tech: why tethering still makes us want a MacBook with built-in cellular, what passkeys look like in the real world, and how Google Family Link pushes you into creating Gmail accounts...
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#144 – Build and Create: Themes for 2026
New year, new themes. Michael and Damashe look back at 2025’s themes (education and infrastructure), then set 2026’s themes: build and create. They also dig into vending machine training realities, note-taking experiments with iPad, RSS reader options, subscription cleanup, and what to do when...
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#143 – Testing Our Audio Stack and Rethinking Support for 2026
TW 143 Show Notes Testing Our Audio Stack and Rethinking Support for 2026 This episode is a wide-ranging, very on-brand Technically Working conversation that starts with audio workflow testing and ends with bigger-picture decisions about the future of the show. We spend time digging into what...
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#142 – Building a Portfolio Site When You’re Blind (Plus Browser Tab Survival)
Show notes In this episode (TW142): Michael and Damashe follow up on VoiceOver weirdness, then dig into listener Callum’s question: how to build a portfolio site (with a blog) when you’re blind and do not have strong visual design context. They compare platforms, talk themes and hosting, and…
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#141 – TW 141: Accessibility Wins, Bookshop.org Woes, AI Productivity Tricks, and Voiceover Deep Dives
In TW 141, we talk about a whole range of tools and experiences that make or break our workflows. We start with a shout-out to Live365 for recent accessibility improvements, and dive into the limitations of Bookshop.org’s ebook accessibility — including a real-world accessibility email sent to...
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#140 – Tangents, Tools, and Talking Tech
Episode 140 – Tangents, Tools, and Talking Tech In this episode of Technically Working, we start off with a correction from a listener—yep, they were right, you can power the Zoom P4 Next over USB if you just take the batteries out. That kicks off a cable rabbit hole, and from there… well, you…
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#139 – AI That Actually Helps You Work + Zoom P4 Next
Michael and Damashe talk about how they are actually using AI to get work done, not just write blog posts. They also dig into first impressions of the Zoom P4 Next, an accessible portable recorder and USB interface. In this episode, they cover: Using GitHub Copilot and Gemini 3 in VS Code for…
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Screen Recognition, Smart Laundry & The Fake Mac
In this episode, Michael and Damashe dive into: 🧺 Michael’s new Samsung washer-dryer combo and its surprising accessibility 📱 How Damashe’s using iOS screen recognition to solve real-world app frustrations 💻 Resetting VoiceOver settings on Mac – and the chaos that follows 🎮 Why Ben's gaming...
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Finding Purpose with Amanda Heal: From Law to Coaching, Tech, and Audiobooks 1 of 5
In this episode of Technically Working, we sit down with Amanda J. Heal — author, former government lawyer, speaker, coach, and all-around awesome human. This episode is packed with stories about tech, purpose, accessibility, audio production, and the wild evolution of tools blind people used…
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#136 – unscripted banter with No Bonus
Technically Working – Episode 136: Burnout, Barbecue, and Back at It Summary In this reflective and lively episode, Michael and Damashe return to their usual unscripted banter after a series of guest interviews. They dive into confessions, personal updates, and rediscovering balance in life and...
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ABOUT THIS SHOW
"Welcome to 'Technically Working', the go-to podcast for tech enthusiasts and productivity seekers alike. Hosts Michael Babcock and Damashe Thomas take you on a journey through the ever-evolving world of technology and productivity. As Mac OS and iPhone users, they share their personal experiences and tips on staying productive while using these tools. But they don't stop there - they also explore other platforms like Android and Windows to bring you a comprehensive view of the tech landscape. Tune in each episode to hear them keep each other accountable, discuss the latest tools and strategies, and share their journey to reaching their goals. Whether you're a small business owner, freelancer, or simply looking to boost your productivity, 'Technically Working' is the perfect podcast for anyone looking to level up their tech skills and get things done."
HOSTED BY
Damashe Thomas and Michael Babcock
CATEGORIES
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Frequently Asked Questions
How many episodes does Technically Working have?
Technically Working currently has 189 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Technically Working about?
"Welcome to 'Technically Working', the go-to podcast for tech enthusiasts and productivity seekers alike. Hosts Michael Babcock and Damashe Thomas take you on a journey through the ever-evolving world of technology and productivity. As Mac OS and iPhone users, they share their personal experiences...
How often does Technically Working release new episodes?
Technically Working publishes regularly with 189 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Technically Working?
You can listen to Technically Working on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Technically Working?
Technically Working is created and hosted by Damashe Thomas and Michael Babcock.
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