Technically Working

In Episode 120, Michael and Damashe are back with fiber internet, fresh gear, and a deep dive into all things technically messy and wonderfully geeky. Here's what you'll hear in this jam-packed episode: Apple’s Hidden Reminders Feature : Michael experiments with setting reminders from the Phone app and discovers a hidden section in the call screen. Does it actually work? Kind of. Damashe’s New Set...

In this episode of Technically Working, Michael and Damashe catch up after what feels like forever—and dive right into Damashe’s chaotic travel story. From missing a train in New Orleans to unexpectedly booking a sleeper car, he shares how one late-night nap and a Pixel alarm mishap turned into an impromptu hotel stay and a free breakfast. They recap recent tech conference experiences, including h...

In this episode of Technically Working, Michael and Damashe dive into everything from broken safe keys and unexpected tech closets to streamlining code with AI and fighting Gravity Forms. Michael shares updates on the upcoming BITS AI course and his automations for scheduling Zoom events, while Damashe reveals his quiet move to the closet for better acoustics (and less heat). They discuss: Why mor...

In this time-shifted episode of Technically Working, Michael and Damashe dive into a pile of long-overdue listener feedback. They kick things off with a detailed voice message from Lord Robin Christofferson about Cal Studio (formerly PFMM.ai ), a platform for building and monetizing custom AI tools. Then it’s on to GrapheneOS—Damashe shares updates on accessibility, eSpeakNG’s new direct boot supp...

Michael got his MacBook back and shares the apps and tools he immediately reinstalled—including Audio Hijack, Raycast, Hazel, and Little Snitch—plus what didn’t quite make the cut. Damashe walks through Homebrew tips, Markdown Service Tools setup, and how to fix symlink issues for missing binaries. They also dive into Mac App Store automation with mas , speaker setup logistics for live events, and...

Michael and Damashe are back with a full update after a few hectic weeks. Damashe shares how recent life events impacted work and how his new employee got thrown into the deep end early. They talk through ongoing audio adjustments, including Michael’s Mac OS beta install on a separate APFS volume and Damashe’s experience with the iOS beta leading to voiceover issues — and how Braille saved the day...

In this episode of  Technically Working , it’s a quick catch-up packed with gear decisions, GPT frustrations, and accessibility discoveries. Things kick off with some behind-the-scenes updates about live streaming improvements—including why ads are gone and how latency might get better with a little server tinkering. Then it’s time for a scanner showdown. After testing models from Brother, Epson,...

In this bonus-packed episode of Technically Working, Michael and Demasi share previously subscriber-only content, technical workflows, and fresh commentary on the shifting tides at Apple. Here's what you’ll hear: Migrating a WordPress Site : Michael walks through how to back up and move a WordPress site from one domain to another using UpdraftPlus and Dropbox. Navigating the Terminal with VoiceOve...

This week’s episode of Technically Working lives up to its name—emphasis on “technically.” Michael and Damashe dive into a chaotic but honest session filled with: Live streaming experiments using Owncast and Cloudron A rundown of unexpected audio and network issues (including Michael’s mysterious Mac Wi-Fi fail) Why you may have only heard one side of the live broadcast A heartfelt update from Mic...

Michael and Damashe are back for another lively and unpredictable episode of Technically Working. As always, they jump right into the conversation—no theme music, no fluff—just two friends troubleshooting, laughing, and dropping Mac tips along the way. This week: Reaper, Audio Hijack, and VO shortcuts: Michael discovers Audio Hijack's behavior when blocks are disabled, and Damashe reminds us of ha...

We’re back with a full plate: broken email, fixed automations, and a few new toys on the desk. Michael walks through how he’s rebuilding a Google Sheets to Word workflow to handle Zoom links, Clubhouse flags, and ACB Media stream details. Plus, some Word macros are now baked right into the default template—finally. Damashe shares updates on spinning up a streaming server with AWS, possibly tying i...

In this episode of Technically Working , Damashe and Michael kick things off with an unexpected Reaper backup and a PSA about Loopback and Rogue Amoeba’s ARC plugin update. Damashe walks through his workaround using debug mode to temporarily resolve broken audio routing after the update, while Michael cautiously avoids the update altogether—at least until after his next live stream. From there, th...

Damashe surprises Michael with the return of a legendary piece of gear—the Sound Devices USBPre 2. He breaks down why he repurchased this pricey, hardware-only audio interface, how it's now integrated into his workflow, and why going back to basics sometimes means investing more for long-term reliability. The conversation dives into practical audio setup tips, why sliders still hold a place in our...

In this episode, Damashe uncovers a hidden switch that finally makes his mute button work the way he wants—after months of assuming he needed to rewire it. Meanwhile, Michael shares a chaotic behind-the-scenes story from an in-person board meeting, complete with misbehaving audio gear, last-minute fixes, and some DIY mix-minus routing. The two dive into: Why assumptions and leading questions can s...

In this episode, Michael admits he never called Apple—no surprise there—and shares what happened instead: experiments, frustrations, and the joys of not resetting VoiceOver live. Damashe breaks down his complicated relationship with to-do list apps, from OmniFocus quirks to why he’s sticking with Todoist (despite some platform inconsistencies). We also dive into ChatGPT’s deep research mode and ho...

Michael shares some recent work slip-ups tied to automation and explains how a small formatting mistake threw off email quick links for thousands of people. He walks through how he’s checking Zoom links more carefully now using JAWS sounds and VoiceOver tweaks—and vents a bit about Apple's pronunciation settings and table editing headaches on the Mac. Damashe jumps in with thoughts on where VoiceO...

Tired of bloated apps and broken automation? Damashe and Michael dig into the everyday tech that actually works—and what still needs fixing. From Todoist frustrations to FaceTime workarounds, they share tools and tips that make their workflows smoother. In this episode, Damashe and Michael talk through weather delays, podcast recording quirks, and the growing complexity of Zoom and Slack. They dis...

Michael and Damashe are back with a longform bonus episode full of tech tangents, gear talk, and plenty of laughs. In this laid-back catch-up: Michael recaps CSUN takeaways, airport barbecue, and zinc-powered travel hacks. Damashe shares how ChatGPT helped him sound-dampen his room and why Velcro tape is now a top-tier solution. They both talk backpacks—Michael stuffed his to the brim, Damashe vac...

<h4> Kicking Off with a Familiar Chaos </h4> Michael and Damashe reflect on how their episodes often start mid-conversation instead of with a structured intro. Michael notes that this mirrors their real-life calls—jumping straight into discussions without formal greetings. <h4> Damashe’s Office Overhaul </h4> New Layout: Desk now faces the room instead of the wall, giving a...

Michael and Damashe tackle an episode packed with tech, automation, and a little unexpected humor. From Zoom mischief and Audio Hijack quirks to Loopback mysteries , they navigate the complexities of their audio setups—sometimes solving problems, sometimes creating new ones. Then, they dive into Gravity Forms and how it might replace an entire workflow currently running on Google Sheets. Could aut...

In this celebratory 100th episode of Technically Working , Michael and Damashe reflect on the journey so far, share some big personal and professional news, and look ahead to the next hundred episodes. What to Expect in This Episode Hitting the 100th Episode Milestone Reflections on how the podcast has evolved since the DM Series The importance of consistent weekly recording and publishing Plans f...

This week, we’re figuring things out as we go—talking about smart assistants, digital business cards, and how we’re using AI to simplify work. Podcast Growth the Direct Way – Inspired by Allison from Podfeet.com , we discuss an aggressive (but effective) approach to getting people to subscribe. Would You Buy a ChatGPT Speaker? – Damashe is diving into Home Assistant and debating whether a locally...

In this episode of Technically Working, Michael and Damashe dive into a variety of tech topics and personal anecdotes, all while keeping the conversation light and engaging. Here’s what you can expect: New Tech Adventures: Michael shares his experience with the Dot Card Metal and Dot Band, digital business cards that use NFC technology. He discusses the setup process, challenges with accessibility...

In this episode, Demasi and Michael dive into their tech routines and recent changes. They discuss the challenges and solutions for managing audio settings on Mac, the simplicity of using tools like SoundSource and Audio Hijack, and the frustrations with TestFlight on new Macs. They also share an interesting experiment involving AI and non-techie users, and Demasi's recent experience purchasing a...

TW96: Time, Energy, and the Struggle of Doing Too Much 🎙️ Listen now: TechnicallyWorking.show Damashe’s juggling a lot—running multiple businesses, managing employees, and trying to keep things moving while dealing with exhaustion. In this episode, he breaks down what’s been working (and what hasn’t), including hiring struggles, time mismanagement, and why being too busy can actually set you back....