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 handy VoiceOver key combos.

Finder tip: Learn how to group selected items into a new folder using Command-Control-N. The duo explores Finder views (column vs. list) and relives the chaos of a long-past Finder bug.

LaunchBar, Hazel, and file organization: Damashe shares how he uses LaunchBar to move files efficiently. Michael appreciates Hazel for keeping his Downloads folder neat.

Rage-quitting Todoist: Michael shares how missing a single day ended a streak and triggered a dramatic break-up with his task manager.

TikTok accessibility talk: Michael compares the experience between iOS and Android, and Damashe wonders about passkeys, logins, and using multiple accounts.

Doorbell drama: Listener Shahzad wants to know which video doorbell works best for blind users. Michael and Damashe dive into pros and cons of Reolink, Eufy, Ring, and Akara options—plus some thoughts on creepy listening features.

Screen recognition rants: The guys debate Apple’s screen recognition and its reliability—or lack thereof.

Chapters in podcasts? Shahzad's feedback leads to a bigger conversation about how chaotic their episodes are and whether chapters would help (hint: it’s complicated).

The future of the Technically Working website: Damashe breaks the site while trying to add pagination and a summary button. They explore self-hosting, podcast membership plugins, and maybe even building their own subscription system.

Belkin's tracking stand as a DIY CCTV: A surprise use case for a MagSafe stand shows how accessibility tools sometimes come from the most unexpected places.

Apple's new magnifier for Mac: Could your Mac become your CCTV with Continuity? Possibly.

Tip Jar perks: A teaser for Tip Jar subscribers—bonus episodes, early access, and a soon-to-be test group for new site features.

Links mentioned:

Double Tap on Air - Subscribe

Reolink Video Doorbell

Eufy Security

Belkin Auto-Tracking Stand

To share your thoughts, email: feedback@technicallyworking.show Want early access and bonus drops? Become a Tip Jar supporter at technicallyworking.show

Follow on Mastodon:

Michael: @payown@dragonscave.space

Damashe: @damashe@technically.social

Bot: @tw@technically.social

We’re not organized, but we’re still here.

Enjoy what’s next in your queue—it won’t be us. Not until next time.

Recorded with questionable Finder settings and occasional muting that wasn't muting.

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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 it into Audio Hijack, and revisiting automation tools like Bunch and Keyboard Maestro. We also dive into Joplin for cross-platform note-taking, prompt storage, and maybe even shared show notes down the road.

Also in this episode:

• Michael’s first impressions of the Insta360 Link 2 webcam
• The camera mount Demasi didn’t want to give up
• Early thoughts on Surf.social
• Prompt-crafting tips, saving specs, and getting ChatGPT to stop rambling
• Rants about TikTok comments and the ChatGPT sidebar

Thanks as always to our Tip Jar subscribers—you get this one a little early. Let us know what stood out: feedback@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/d9435da9-dc0f-49c3-8697-1338e6f2def9

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.

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, the conversation jumps into LaunchBar indexing fixes, email quirks in macOS Mail, and whether podcasting is still worth the time investment (spoiler: it is). They also dive into small business operations, exploring the often-misunderstood distinctions between W-2 employees and 1099 contractors. Damashe shares his recent HR frustrations and the need to implement clear employee agreements, even in small teams.

Later, they get transparent about download numbers across multiple shows (Technically Working, Shell Phone Show, and Unmute Presents), and emphasize how consistency is still the most effective form of podcast marketing. Expect honest talk, a few AI tool rants, and maybe a podcast name for your washer.

Topics Covered:

• Loopback & ARC plugin update issues and workaround
• LaunchBar indexing fix walkthrough
• Email navigation and link preview fixes in macOS Mail
• When to use W-2 vs. 1099 in small business hiring
• Pros and cons of payroll vs. contractor systems
• Honest download numbers across podcast projects
• Thoughts on burnout, consistency, and podcast marketing
• Experimenting with Perplexity and ChatGPT Pro for workflow support

Resources Mentioned:

• Loopback Debug Mode: Help menu > Relaunch in Debug Mode
• macOS Mail Fix: Uncheck "Show Link Previews" in Preferences > Composing
• Perplexity AI (Free & Pro tiers): https://www.perplexity.ai

Send feedback to: feedback@technicallyworking.show
Support the show via the Tip Jar: 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/54265643-d9c4-45e3-81be-dce25bf9ee8d

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.