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Technically Working

Author: Damashe Thomas and Michael Babcock

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"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."
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#158 – Push to Talk

#158 – Push to Talk

2026-04-1201:17:32

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 Ethos microphone and the two get into mic comparisons, boom arm weight limits, and whether the RE-20 is worth the investment. From there, the conversation shifts to coding workflows. Michael shares progress on a Flask project built with Claude, and Damashe walks through Git branching, atomic deployments, and what happens when your LLM decides to push to production without permission. Both talk about using Claude, Gemini, and GPT for different tasks, and Damashe shares early impressions of the Claude desktop app. Then Michael highlights an affordable tri-band ham radio with braille on the keypad and built-in voice output, and gives a quick rundown of how ham radio works, why it matters for emergency communication, and how linked repeaters let him talk to someone near Seattle from a handheld in Coos Bay. The two wrap up discussing Artemis 2's laser communications, the case for alternative communication networks, and yes, Outlook failing in space. feedback@technicallyworking.show | Mastodon: @tw@technically.social | #TechnicallyWorking Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/0246b25b-4842-4bcd-9520-3c5916f59e27 This podcast is powered by Pinecast. Try Pinecast for free, forever, no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 his actual work phone, which means carrying it when he leaves the house, taking calls on it, and finding out what it can and cannot do when theory meets reality. The short version: phone calls work fine, T9 input is usable with a tip Michael drops about the down arrow shortcut, Be My Eyes camera quality genuinely surprised him, and the dual SIM situation does not work. At all. Whatever is in SIM slot 2 does nothing. Switch the cards around and the other one works fine in slot 1. Damashe has a hypothesis. Blindshell, he is sending you this episode. He also paired a Bluetooth keyboard to the Blindshell, got his Meta Ray-Bans connected, and found out phone calls come through the glasses just fine. Screen reader audio does not, at least not by default. That test is still pending. A few other Blindshell notes worth knowing: there is no company name field in contacts, apps access your microphone without asking permission, and the lock screen keypad instructions are printed right on the lock screen, which is not exactly a security feature. Damashe is not bashing the phone. He is just reporting what he found. There is also a broader point he makes about what Blindshell missed. The community already named the product. They call it the shell phone. Blindshell should have listened to that, leaned into it, and used it to market the device beyond just the blind community. A well designed keypad phone with accessible Android underneath could appeal to a lot of people. Instead the branding closes the door before anyone outside the community even considers it. The Clix Communicator gets a mention here as a device that might actually do this right, if it ever ships. Then there is Graphene OS. Damashe has it running on a separate Android device, kept completely isolated, for reasons he will describe only as just in case. If that makes sense to you, run with it. If not, everything is fine. Messaging apps come up next. Damashe breaks down Signal versus WhatsApp in plain terms, including a genuinely useful explanation of metadata using a letter in the mail as the analogy. He also wants Signal to add device linking because it would make recommending it a lot easier. Michael mentions an ACB affiliate mailing list that uses Signal groups, which he did not know was a thing. Michael's OpenClaw setup gets a proper rundown. He is running the assistant named K on his Raspberry Pi, connected through Telegram, using three models depending on the task: OpenRouter free for simple back and forth, GPT-5.4 mini for emails and scheduling, and GPT-5.4 for deeper content work. He burned through $35 in a weekend before the API cut him off at negative two cents. The system now sends him a daily recap at 7:30 PM, manages its own memory, and archives previous days into markdown files. He has not set up the 1Password skill yet but it is on the list. Damashe spent the entire week not using AI and felt strange about it. Not unproductive, just strange. He also has thoughts about the Claude code leak and whether anyone is actually reviewing what gets pushed. He does not have answers. Neither does Michael. Proton Workspace gets a quick mention as a direct competitor to Google Workspace and Microsoft 365. If you use Proton Mail already and want to talk about it on the show, email them. The Keychron folding keyboard arrived. Damashe opened it, looked at it, and said it is not what he expected. He has not paired it to anything yet. Full report coming. Episode closes with a shout out to tip jar subscriber number six, whoever that is. Topics covered: VoiceOver volume reset bug and how to back up your VoiceOver settings Blindshell Classic 3 as a daily work phone: what works and what does not Dual SIM on the Blindshell Classic 3: broken, probably by design T9 input tip: down arrow shortcut to speed up letter entry Be My Eyes camera quality on the Blindshell Meta Ray-Bans paired to the Blindshell: calls yes, screen reader no Blindshell's missed opportunity: the shell phone name and broader market appeal Clix Communicator as a phone that might get this right Graphene OS: no further questions Signal vs WhatsApp: features, metadata, and why Damashe is on WhatsApp now Metadata explained with a mail analogy Michael's OpenClaw setup: three models, one budget, daily recaps GPT-5.4 mini, GPT-5.4, and burning through $35 in a weekend The Claude code leak and vibe coding concerns Proton Workspace as a Google and Microsoft competitor Keychron folding keyboard: first impressions, not great Send feedback: feedback@technicallyworking.show Support the show: technicallyworking.show Follow on Mastodon: Michael: @payown@dragonscave.space Damashe: @damashe@technically.social Show bot: @tw@technically.social Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/e519280c-f74a-4875-be3b-2dffe2b22ed0 This podcast is powered by Pinecast. Try Pinecast for free, forever, no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 original cheese grater to the ill-fated trash can and back again, and talk about why the Mac Studio is likely where Apple thinks that story ends. From there, we get into recording setups. Michael is back in the garage with a rug, a mic stand from Damashe, and the Vocaster running into an OWC dock. Damashe is on the Zoom P4 Next, and he breaks down how that compares to the Vocaster for anyone thinking about a step up, including what he likes, what he doesn't, and why locking XLR ports matter more than you'd think. We also share a few honest tips for improving your recording environment without buying new gear. Rugs, soft surfaces, and where you point your microphone matter more than most people realize. Then: the Todoist situation. Michael came home from CSUN with a 114-day streak that didn't survive the trip. He explains what happened, how he's building back, and what his 7,000-plus completed tasks say about how he actually uses the app. Damashe broke his streak around the same time for a much more relatable reason. The back half of the episode is dedicated to a question from Chad, who just closed on his first house. Congratulations, Chad. He wanted follow-up on cameras and smart locks, so we go wide first: start with your ecosystem, know your priorities around cloud storage versus local recording, and think about who else in your home is going to be using this stuff. Damashe is using Reolink cameras with a network video recorder for fully local storage, a Level Lock Plus for his front door, and Aqara devices throughout the house. Michael is running Eufy cameras through HomeKit Secure Video and has had mixed results with the Level Bolt. Both of us agree: Aqara makes solid, affordable hardware, and if you own your home, power-over-ethernet cameras are worth planning for even if you can't run the cable today. We also make a case for water leak sensors, which are less exciting than smart lights but probably more important once you own the place. We close with a tease of something new coming likely by end of April. If you follow Michael on Mastodon, you'll probably hear about it there first. Topics covered: Apple kills the Mac Pro: what it means and why it probably happened Mac Pro history: cheese grater, trash can, 2019 refresh, and the M2 Ultra version that didn't save it Apple Silicon unified memory and why it complicates expandability Recording environment tips: rugs, soft surfaces, closets, and mic placement Vocaster vs Zoom P4 Next: comparing two portable interfaces Shure Beta 87A and why condenser vs dynamic matters for your space Todoist streaks, gamification, and what 7,000 completed tasks looks like Smart home ecosystem advice: start with what you're already in Cameras: Reolink, Eufy, Ring (why Damashe won't recommend it), POE vs battery HomeKit Secure Video and what it means for local vs cloud storage Smart locks: Level Lock, Aqara retrofit deadbolts, U-Bolt (avoid) Water leak sensors and why they matter if you own your home New show incoming Send feedback: feedback@technicallyworking.show Support the show: technicallyworking.show (Support Us link) Follow on Mastodon: Michael: @payown@dragonscave.space Damashe: @damashe@technically.social Show bot: @tw@technically.social Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/4ecaf69e-1b6b-459e-85eb-66b367628ae9 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 the people. They break down exactly what happened, how their podcast production workflow contributed to the issue, and what they're changing in their Dropbox and Auphonic setup to prevent it from happening again. Next up, the technically.social Mastodon instance went offline after a billing issue with masto.host. Damashe walks through the full story of how a separated email alias caused him to miss payment failure notifications, how the hosting provider cancelled the account with no option to reactivate, and how he rebuilt the Mastodon server on CloudRun. The Technically Working bot is back online, refederated, and ready for followers at @tw@technically.social. Damashe is recording on the Shure Beta 87A, and both hosts take time to explain why this super cardioid condenser microphone is their top recommendation for podcasters and content creators looking to upgrade to XLR. They cover the mic's pickup pattern, durability, price point (typically around $200 on sale), and how it compares to alternatives like the Samson Q2U, the Audio-Technica ATR 2100X, and a brand new Audio-Technica 2500X that neither host has tested. They also discuss the Focusrite Vocaster One and Vocaster Two as affordable audio interfaces with phantom power for anyone building a home podcast studio setup. Michael brings a detailed CSUN 2026 recap from Anaheim. His hands-on impressions cover a wide range of assistive technology and accessibility products including the Dot Pad X multi-line braille display from AT Guys, the Mnemonic portable Bluetooth braille labeler that embosses onto DYMO and metal tape from a phone app, and the Cadence, a 48-cell refreshable braille tablet with four lines of 12 cells, an impressive refresh rate, and the ability to daisy-chain up to four units together. Michael also visited the DOT and LG booth where they demonstrated a fully accessible self-checkout kiosk with speech output, headphone jack, and a 12-cell braille display built into the unit. LG showcased accessible home appliances including a washer, dryer, refrigerator, and dishwasher with braille labels, adaptive features for users with upper body limitations, and the ThinkQ smart home hub with voice control. Samsung's accessibility sticker program for appliances also gets a mention. On the braille display side, the episode covers the Thinkerbell Labs 40-cell braille display running Linux and targeting a $1,200 price point, the Orbit Flow (a USB-only 40-cell aluminum braille display, and the Orbit Strata with combined braille and speech output. Michael also shares his experience with the Orbit Optima and discusses the differences between Piezo and True Braille cell technology. Damashe and Michael discuss braille on business cards, why QR codes linking to vCard contact information should be the standard at conferences, and the challenge of scanning business cards accessibly. Damashe puts out a call to listeners for accessible business card scanning app recommendations. Damashe introduces changedetection.io, a self-hosted website monitoring tool he installed on CloudRun to track product pages for stock changes. He set it up to watch for Ubiquiti mobile routers that were out of stock, got a Pushover notification when they came back, and grabbed them before they sold out again. He explains how he's planning on using the routers with SIM cards to provide cellular Wi-Fi for security cameras at his rest area vending locations, and discusses the tradeoffs between rugged outdoor-rated routers and cheaper alternatives with 3D-printed enclosures. The episode wraps with a podcast download stats update: 31,092 total downloads, 409 in the last seven days, and 142 downloads for episode 154 in just three days. Damashe teases the new Technically Working website, confirms the URL structure will support direct episode links like technicallyworking.show/155, and shares plans to expand the show's social media presence to Blue Sky. They celebrate three years of weekly podcast publishing with no missed episodes and welcome new listeners who discovered the show at CSUN. Links and resources: Technically Working: technicallyworking.show Send feedback: feedback@technicallyworking.show AT Guys Braille Apps for Dot Pad: braille.atguys.com changedetection.io Support the show: technicallyworking.show (tip jar link on podcast page) Mastodon bot: @tw@technically.social Damashe on Mastodon: @damashe@technically.social Michael on Mastodon: @payown@dragonscave.space Hashtag: #TechnicallyWorking Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/6662e615-658f-4b52-a8b1-70dc332c802e Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 thorough look at the Focusrite Vocaster 1 and 2. The hosts cover what makes these interfaces stand out for screen reader users, including the accessible Vocaster Hub software, auto gain, the bidirectional aux port, Bluetooth on the Vocaster 2, and one major trade-off you need to know about before you unplug your laptop. Listener feedback from Chris leads to a candid conversation about how Michael and Damashe each got started using AI tools and writing code. Michael traces his path from a 2024 Python class through GitHub Copilot to building accessible desktop apps with PySide6. Damashe reflects on using LLMs to debug server logs, review code, and solve real problems without spending hours in Stack Overflow. Together they make the case for starting simple, finding a problem worth solving, and not letting the hype push you somewhere you're not ready to go. The episode wraps with thoughts on the Samsung event, Apple's AI missteps, Google I/O timing, and the launch of an AI-powered Mastodon bot for the show. Send feedback to feedback@technicallyworking.show. Support the show through TipJar . Find Michael on Mastodon at @payown@dragonscave.space and Damashe at @damashe@Technically.social. Follow the show bot at @tw@technically.social using #TechnicallyWorking. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/45edf9b5-ad76-4133-80d9-1bd6fe08c46a Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 covers what these devices do, how they compare, and how Chris is using them in her teaching and personal life in ways that go well beyond what most people have imagined. The episode also gets into AI tools for everyday work, recording gear, iPhone versus Android as a daily driver, and some genuinely great audience feedback about the show. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/2f66eef8-9020-4d1b-b95f-6726125b8766 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 (Mini-Series Continues) Damashe is back on the Audio-Technica ATR 2005 over USB, and explains why this style of mic remains a solid starter or travel option. The ATR 2100x and Samson Q2U both offer USB and XLR connections, making them flexible picks for new podcasters or anyone who wants a good-sounding mic for Zoom calls. Neither is recommended for run-and-gun situations, but both shine at a desk. Password Managers One Password recently raised prices for individual and family accounts. Michael's annual plan jumped from $35.88 to $47.88. That sparked a longer conversation about where people's passwords actually end up, spread across multiple apps and browsers. The guys walk through several options, including 1Password, Bitwarden (free tier available, $10 per year paid), ProtonPass, Apple Passwords, and KeePass. Apple Passwords works well for people deep in the Apple ecosystem, but the sharing and permission structure has limitations. ProtonPass got a positive accessibility mention from a listener. If you're cross-platform, 1Password and Bitwarden are still the strongest picks. Tip from a listener named Scout: ProtonPass is accessible. AI Tools and How to Use Them Well Both hosts have been using Claude heavily for scripting, Google Apps Script, and Python work. Key prompting tip: don't lead the AI with your assumptions. Instead of asking if a specific approach will work, describe what you want to accomplish and ask for options. Then interrogate the answer. Even if you don't know the subject well, asking "are you sure?" causes the model to recheck itself. This tip came from Matt Geek Gal and both hosts have been applying it regularly. Postmark: Transactional Email Made Approachable Damashe has been setting up Postmark for transactional email and invited Michael to explore it together. Key concepts broken down: servers in Postmark are essentially folders, not web servers. You verify your domain by adding two DNS records, a DKIM record and a return path record. Postmark puts new accounts in a sandbox that limits sending to verified addresses only, protecting their deliverability reputation. Getting out of the sandbox was quick, with a human review and approval happening overnight. Postmark separates transactional and bulk email into streams, and you can add additional streams for testing or staging environments. Inbound email routing is also supported. For 10,000 emails per month, pricing runs around $18 to $20. Siri and ChatGPT Siri's integration with ChatGPT has made both hosts more willing to ask quick questions by voice. Answers now come back summarized rather than handing off to a browser link. Still not perfect, especially with home automation commands, but noticeably better than two years ago. Milestone As of this recording, Michael has been with ACB for one year. Damashe points out he's automated himself into more work, not less, which is exactly the kind of employee you want to keep. Listener News A new listener was recruited by Michael while on a phone call. Shoutout to Chris for pioneering the one-time Tip Jar option. Another tip came in since then. Monthly subscribers are appreciated too. Next Week A guest is joining the show. No hints were dropped, but Damashe will be on different gear. Links and Resources Postmark: postmark.com Bitwarden: bitwarden.com 1Password: 1password.com ProtonPass: proton.me/pass Samson Q2U mic Audio-Technica ATR 2100x Subscribe on your favorite podcast app and search Technically Working Follow the hosts: Michael: @payown@dragonscave.space Damashe: @damashe@technically.social Show bot: @tw@technically.social Hashtag: #TechnicallyWorking (capitalize the T and W on Mastodon) Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/1576a4b8-1626-4323-bbd9-a22f3c8a14f7 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 kicks off a new series where he'll rotate through several audio interfaces, using the same Beta 87A microphone as a constant, so listeners can hear real differences and eventually land on a recommended setup alongside Michael. This episode features the DJI Mic Mini. Future episodes will feature the Vocaster One, the Zoom H5 Studio, the Soundcraft MTK 12, and others. Damashe also reveals that his go-to recording microphone has been the Earthworks Ethos condenser, and explains why he picked it over the Beta 87A as his studio mic while keeping the 87A as a travel option. For most listeners, his current recommendation for a podcasting mic is the Beta 87A, typically found between $200 and $215. On the tech side, the guys talk about vibe coding updates, including how Michael used Claude in planning mode to shrink his Builder app's load time from around 30 seconds down to about two seconds by switching to lazy module loading. They also discuss IFTTT webhooks, Pushover notifications, and how Damashe built a system to get push alerts whenever the podcast gets a new tip or reaches a download milestone. Other topics include Bluetooth auto-connect annoyances and how to fix them on Mac, the Project Hail Mary movie coming to Prime, and a quick update on Damashe's MacBook Pro and iPad mini repair situation with Apple. Marketing Plan Notes (not written out yet, just the approach): When you're ready to build the marketing content, the main angles to plan around are: The audio interface series as an ongoing hook, giving people a reason to tune in each week The vibe coding / Claude planning mode moment as a standalone clip or short The DJI Mic Mini review content, which plays well for video creator and accessibility audiences The IFTTT + Pushover automation walkthrough as a practical tip post or thread Listener shoutouts and the tip jar mention as community engagement touchpoints Let me know when you want to build that out. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/9b72d4fb-7c95-4540-b721-aaafad285f0a Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 Users) The solution to broken menu bar navigation in VoiceOver Why "Mouse pointer follows VoiceOver cursor" causes problems How to configure VoiceOver Utility settings properly When mouse tracking is useful vs. problematic Audio Hijack Exploration Real-time compression testing and audio processing Setting up test sessions to experiment with effects The difference between recording with effects vs. applying post-production Tips for session documentation and organization Hardware Updates Damashe's DJI Mic Mini purchase and setup ($80 with charging case) Insta360 Flow 2 Pro gimbal for iPhone video content Loupedeck controller for podcasting workflows Apple repair adventures with MacBook Pro and iPad Mini 6 Podcast Marketing Strategy Using Claude AI to identify clip-worthy moments from transcripts Creating video shorts with AI-generated visuals Buffer integration for multi-platform scheduling Open Claw (ClaudBot) automation coming soon YouTube growth plans and content strategy Shout Outs Christopher Sims - Thank you for the Tip Jar support! All our Tip Jar subscribers - You make this show possible Mentioned Resources Audio Hijack by Rogue Amoeba DJI Mic Mini (2 transmitters + receiver + charging case) Insta360 Flow 2 Pro gimbal Buffer for social media scheduling VoiceOver Utility settings Contact & Support Email: feedback@technicallyworking.show Mastodon: Michael: @payown@dragonscave.space Damashe: @damashe@technically.social Bot: @TW@technically.social Hashtag: #TechnicallyWorking (please capitalize the T, T, and W) Support the show: https://tips.pinecast.com/jar/technically-working Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/2134cc23-ed56-489d-a590-a3019dc674a0 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 project with help from Claude Code, and the guys make potentially dangerous plans to unleash OpenClaw on their Mastodon bot. Plus: RSS reader workflows, notification rage-quitting, Bitcoin regrets, and why good help really is hard to find (whether human or AI). Topics Discussed AI Assistants & Claude (2:00) Damashe's plan to use Claude as a $100/month virtual assistant The $50 API credit offer (expires February 16th!) Why AI hasn't taken jobs... yet Claude Code living in the terminal Stream Deck Accessibility Project (15:00) Making Stream Deck usable for blind users on Windows and Mac The power of profiles and context-switching Integration possibilities with Bunches, shortcuts, and automation RSS Readers & Workflows (6:00) Net News Wire, Liray, and the eternal search for the perfect feed reader Why preview mode matters The Verge's Twitter-on-their-website approach OpenClaw Plans (1:07:00) Security concerns and Leo's removal The bot that got itself a phone number and called its owner Plans to unleash it on the @TW Mastodon bot Building a kill switch (before the bot reads this transcript) Good Help is Hard to Find (30:00) Why reliable contractors are priceless The 90-day test for employees who think the job is easy Michael's subcontractor success story Also Discussed Cash App notification rage-quitting Uber's marketing message problem Bitcoin: "I would have sold it at $2,000" Home Assistant Yellow module installation anxiety Raspberry Pi 5 (16GB) for sale! Links & Resources Follow the bot: @TW@technically.social (before OpenClaw takes over) Claude $50 credit: Redeem in settings before Feb 16th Harper's blog: Early Claude Code adopter mentioned on TWiT Net News Wire: Open source RSS reader PineCast referral: 50% off first 4 months (link in show notes) Show Stats Total downloads: 29,312 (just 688 away from 30K!) Episode 148: 45 downloads Episode 147: 154 downloads Help us grow: Subscribe a friend! Contact Email: feedback@technicallyworking.show Michael: @Payown@dragonscave.space Damashe: @Damashe@technically.social Use #TechnicallyWorking to join the conversation Support the show at technicallyworking.show/tipjar Episode 149 • Runtime: ~1:13:00 Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/05cb5ac5-15af-4793-b9dc-33816faea911 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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, while Michael talks about using watch lists and trade notifications. They also explore how accessible investing apps are getting, including audio charts and VoiceOver support, plus where accessibility still falls short. Claude Bot and AI with real power A big chunk of the episode focuses on Claude Bot, an open-source tool that lets you interact with an AI through messaging apps like Signal, WhatsApp, and more. The idea of giving an AI access to your computer is exciting… and a little terrifying. This leads to the show’s unofficial safety rule: > If an AI tool can take actions on your system, run it on a Raspberry Pi or other isolated setup first. They break down risks like prompt injection, why connecting AI to email and calendars can be dangerous, and why curiosity should always be paired with caution. AI for everyday life: meet Cookie On the more practical side, Michael shares a cooking app called Cookie. It reads recipes out loud, lets you ask questions like “What’s the next step?” and even suggests ingredient substitutions. It was not originally built for accessibility, but turned out to be incredibly useful for blind cooks. A great example of AI being used in a focused, practical way. Smarter notes and personal workflows Damashe talks about using AI with DevonThink to automatically organize documents, and why he’s eyeing Drafts with new automation features. The goal: speak a quick note and have it turn into structured data, lists, or tasks without manual sorting. Social apps, open source, and platform politics There’s also discussion about: A new accessible Mastodon and Bluesky client Mastodon instances blocking apps built with AI assistance The tradeoffs of open platforms where each server sets its own rules Linux curiosity returns More blind tech users are experimenting with Linux on the desktop again. The hosts are curious what’s improved, especially with screen readers, and ask listeners to share their experiences. And yes… Todoist check-ins They wrap with progress (and setbacks) on staying consistent with task tracking. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/887fda25-0695-49dd-9853-1586cd71fe1c Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 mean for Siri, a possible Home hub device, and Apple’s partnership with Google’s AI models. Are we finally close to a version of Siri that feels truly useful? We share what we’re hopeful about and what still feels like vaporware. 🧠 General AI vs. Specialized AI From Perplexity to Amazon Q, we talk about the shift from “AI that tries to know everything” to smaller models trained for specific tasks. Why focused AI might actually be more helpful and less likely to make things up. ☁️ Amazon Q and Learning AWS the Easy Way Michael has been setting up Amazon SES and got a firsthand look at Amazon’s built-in AI assistant, Q. We talk about how tools like this can make complex platforms like AWS more approachable, especially when you can ask follow-up questions in plain language instead of digging through documentation alone. 📧 Why Michael Is Switching to Amazon SES Michael walks through why he’s moving WordPress email over to Amazon SES. The big takeaway: sending email at scale can be shockingly inexpensive if you’re willing to do a little setup yourself. We also cover SPF records, sending domains, and a few beginner tips to avoid common mistakes. 🏠 Smart Home Wins and Headaches From smart locks that won’t unlock to garage lights that randomly stop responding, we share real-world smart home frustrations. We also talk about Matter, Thread, hubs, and why the future of smart homes should mean fewer extra boxes and more reliable automations. 📞 When AI Customer Service Goes Wrong Damashe shares a frustrating experience with an AI phone system that slowed everything down instead of helping. We talk about what good AI customer service should look like and how companies are missing the point when bots just add extra steps. 🎬 Apple’s New Creator Subscription Apple now has a Creator bundle subscription that includes Final Cut, Logic, and more across Mac and iPad. We break down who it might make sense for and when it’s probably cheaper to just buy what you need. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/e1bbbb85-c1d5-48ad-bd90-4aa7d9cf011e Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 TTS can be impressive but unpredictable) Why some AI voices drift over long reads (like losing low end after a few thousand characters) The practical fix: chunking text around 3,000 characters at sentence or paragraph boundaries The jarring side of expressive TTS: when the tone suddenly shifts mid-training Mac code editor accessibility and workflow: VS Code feeling clunky with VoiceOver navigation Nova being close, but still having VoiceOver quirks (like wrapped-line re-reading) Missing the flexibility and simplicity of TextMate A quick audio reality check: room reverb, mic position, and loud breathing in the mic Why it’s worth listening back sometimes, even if you usually don’t “Personal intelligence” assistants: Gemini connecting deeper with Gmail, Calendar, Photos, and Drive, and what that could enable Stream Deck Plus on sale (knobs!) and the bigger question: is the software accessible enough? Capture friction and follow-up problems: Getting ideas out of your head fast Using automation to sort notes into reminders, drafts, and follow-ups Why the Apple Watch action button might help reduce steps PLAUD recording devices: improved hardware button design, but app accessibility still matters Local processing ideas: Raspberry Pi options for local transcription and LLM workflows Listener feedback: Squarespace questions and a quick look at support options (tip jar vs Buy Me a Coffee) Feedback and contact: feedback@technicallyworking.show Support the show: Visit technicallyworking.show and click “Support Us” to leave a one-time tip or set up a recurring amount. Mastodon: @payown@dragonscave.space @damashe@technically.social @tw@technically.social Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/1396d590-a7dc-4a88-8455-1b3da1991eb2 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 for kids. We also talk honestly about teaching tech, why we often prefer working with people who are ready to level up their productivity, and how listener feedback shapes where the show goes next. Plus, a quick CES roundup with a few gadgets and ideas that actually stood out. In this episode Late-night work limits, and planning so tomorrow doesn’t get wrecked Tethering frustration, and the “just give us a MacBook with cellular” wish Michael’s living-room recording setup: Vocaster + OWC dock + Zoom, no virtual device chaos Google Workspace security alerts: suspicious login emails and what to check Passkeys: what’s great, what’s still confusing, and why some services still ask for a code Family Link and kids’ Google accounts: why Google requires @gmail.com, and how passkeys fit in Shared iCloud Passwords groups so parents can manage kids’ logins Password manager friction on Mac: Apple Passwords prompts vs 1Password workflows Listener feedback and the point of the show: it’s not a weekly “how-to,” it’s real conversations Teaching tech: beginner wins, real frustrations, and why “productivity level” training can be a better fit CES notes: mobility tech, batteries, smart locks, and a few other items that caught our attention Quick Surf app check-in: progress, but still clunky in places Support and contact info, plus Mastodon handles and the show hashtag Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/c074c0cd-6feb-44da-bde8-e4a9321fd9f3 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 someone asks “Which AI should I use?”
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 actually happens when we record with the Zoom Podtrack P4Next, , how computer audio is handled, and why VoiceOver and other system sounds can be harder to separate than people expect. A key takeaway is that once audio leaves your computer, it is just stereo audio, and whatever comes out is what gets recorded unless you do very intentional routing ahead of time. From there, we revisit the idea of switching from Cleanfeed back to Zoom. The main driver is flexibility. If one or both of us are away from a computer and need to record from an iPhone or iPad, Cleanfeed is not an option. Zoom gives us more freedom, removes a extra subscription, and opens the door to potential YouTube livestreams. We also talk about Zoom’s Original Sound setting and why it finally feels usable. Michael shares ongoing Raspberry Pi frustrations, including re-imaging systems, adding hardware based on advice from others, and why using separate microSD cards for different projects can be the right call. This turns into a broader conversation about hobby projects, learning by doing, and knowing when to ask for help. Damashe walks through discovering damage to his MacBook Pro screen in a very real-world way while trying to complete an ID verification process. That discovery leads to a plan involving AppleCare, backups, wiping machines, storage limitations, and the general annoyance of migrating between Macs with different capacities. We also talk about Bluetooth audio switching, why Apple’s automatic device switching is often more frustrating than helpful, and how shortcuts and third-party tools can give you back control over where your audio goes. Later in the episode, we read and respond to listener comments and reviews. We talk candidly about the structure of the show, why it does not follow a traditional format, and who it is actually for. We acknowledge critic Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/439e0373-960e-4653-9a95-ff775003b7d7 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 share a bunch of practical workflow tips for browsing, tabs, and keeping projects from turning into endless rabbit holes. Topics we covered Recording workflow: Cleanfeed vs Reaper, and why Reaper habits stick even when you deliver the Cleanfeed track. VoiceOver volume oddities: how settings can get weird, and why “start from scratch” sometimes helps (even if it does not explain the root cause). Callum’s website question: portfolio + blog, accessible building, and design confidence without sighted visual feedback. Platform options and tradeoffs: Squarespace as a “simple builder” option (with a note about past backend accessibility issues and the hope that it has improved). Google Sites as a low-cost, template-driven option (with less flexibility and potential domain-setup friction). WordPress as the flexible option, but possibly overkill depending on goals. WordPress specifics: The block editor (Gutenberg) has improved, but it can still feel clunky. You can use a single “classic” style block or approach to avoid fighting the full block workflow. Theme recommendation: GeneratePress (lightweight and accessible). Using AI tools to help choose color palettes and layout decisions (especially with accessibility in mind). Tip: use AI to produce CSS, then apply it globally with a “site-wide CSS” plugin or customizer area instead of pasting code everywhere. Hosting and infrastructure talk (high-level): Shared hosts mentioned: DreamHost, Namecheap, RackNerd. VPS options mentioned: DigitalOcean, Linode (Akamai), and a note that Vultr’s interface can be rough. “Build your own server” is possible, but often more work than Callum needs. Local development and tooling: Local WP for testing and experimenting without breaking a live site. WP-CLI for command-line WordPress management. Magic-link login workflows and why they can be annoying in practice. Passkeys and Auth0 as an advanced direction (with a reminder: that is beyond beginner setup). Browser workflow wins (Mac): Switching tabs and recovering when you accidentally end up on a blank “start page” tab. Reopening a tab/window you closed by mistake. Why multiple windows can still be useful even if you love tabs. Search and platforms: Damashe’s take on Kagi and why Google search results feel worse than they used to. YouTube as a learning tool, and why ads are pushing people toward Premium. Mastodon + the “bot” account that posts links you forget to add to show notes. Threads and the fediverse: hopes for better cross-platform hashtag visibility. Scheduling: exploring a weekday recording night to keep Monday releases consistent without Sunday crunch. Listener question Callum: building a portfolio site as a blind creator, plus blogging, plus choosing a platform and making it look “clean” without visual design instincts. Get in touch Email: feedback@technicallyworking.show Mastodon: Michael: @payown@dragonscave.space Damashe: @demashe@technically.social The bot: @tw@technically.social Hashtag: #TechnicallyWorking (capital T and W if you want) 3 Mastodon posts (ready to paste) Post 1 TW142 is out. Callum asked a big one: how do you build a portfolio site (and blog) when you’re blind and don’t have strong visual design context? We talk Squarespace vs Google Sites vs WordPress, plus how AI can help with colors, layout, and CSS. #TechnicallyWorking Post 2 If you’ve ever closed windows and “lost” tabs, TW142 has a few shortcuts that might save you. Cmd+W (tab), Cmd+Shift+W (window), Cmd+Shift+T (bring it back), and tab switching tricks we somehow missed for years. #TechnicallyWorking Post 3 We also wander into Kagi vs Google search, YouTube as a learning tool (and the ad problem), and why picking a weekday recording night might keep Monday releases consistent without the Sunday editing sprint. Feedback welcome: feedback@technicallyworking.show #TechnicallyWorking Episode image Alt text: A simple black-and-white graphic summarizing TW142: Callum’s website question, platform choices (WordPress, Squarespace, Google Sites), using AI for design/CSS help, key Mac tab shortcuts, and tools discussed like Local WP, WP-CLI, Kagi, and YouTube. Download the image Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/ffbe69ff-60c1-4e14-ac1a-8ca43e1e5309 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 their team. We then explore using Be My Eyes / Be My AI for on-the-fly visual assistance, tips for using AI co-pilot tools for email and task planning, and how Ramble + Todoist can be tuned for better task automation. We also share frustrations and shortcuts for Voiceover on Mac and iOS, grapple with phone app UI behavior, and talk about staying productive with tools like Scribe, Gravity Forms, and Builder in the Cloud. As always, we close with listener shout-outs and gratitude for your support. If you enjoy the show, tell a friend and leave a rating! Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/4029c91a-4412-4d0f-8906-be11af70c781 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 know how it goes. We talk about voiceover bugs, fighting with macOS audio, and SoundSource 6’s updated UI (spoiler: it’s slick). Michael goes off on my mail app losing focus. Damashe shares why he’s messing with Gemini more than ChatGPT right now. And yes, we get into local AI, accessibility tech, and a little Meta smart glasses shade. Also in this one: Cable troubleshooting the lazy way Don’t reset VoiceOver unless you’re ready to be real annoyed SoundSource 6 walkthrough + gripes Aira vs Be My Eyes vs real-time AI help Thoughts on local LLMs and why they matter A $99 Touch ID button Apple should make but probably won’t Home screen minimalism and iOS gestures you forgot existed Drop us a line: feedback@technicallyworking.show And tell someone who doesn’t already listen—appreciate you. 🎧 Listen at: technicallyworking.show Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/5424f870-d1e0-43a6-a9c5-adc393835f9d Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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 real projects. Letting AI help plan features for the Builder tool and solve scheduling headaches like an 8 hour Friendsgiving event. When AI is helpful for planning, routes, and admin work, and when it still gets in the way. Privacy concerns around feeding financial data and messy spreadsheets into online tools. What the Zoom P4 Next is like in the hand, how it compares to the original P4 and Vocaster, and what Mac users should know about routing and Loopback. Tip Jar supporters get early access to episodes like this one, plus a way to support the show if it brings you value. Support Technically Working by contributing to their tip jar: https://tips.pinecast.com/jar/technically-working Find out more at https://technically-working.pinecast.co Send us your feedback online: https://pinecast.com/feedback/technically-working/850e0ddd-400a-49ce-906b-a17a246ddfc5 Check out our podcast host, Pinecast. Start your own podcast for free with no credit card required. If you decide to upgrade, use coupon code r-431b7d for 40% off for 4 months, and support Technically Working.
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