Dave Hamilton
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davehamilton.com
Dave Hamilton
@davehamilton.com
Fiercely-Independent Podcaster: Mac Geek Gab, Business Brain, Gig Gab.

Co-founder: BackBeat Media.

Drummer: Bitter Pill & Fling.

Previously: Mac Observer co-founder.

@DaveHamilton on Twitter.
FridAI, AI Agent Limits – Business Brain 727

In this episode of Business Brain, we confront the real limits of AI agents and what they mean for our workflow. From cleaning up contradictory ChatGPT memory instructions to testing AI autocomplete tools like Cotypist and connecting health data inside…
FridAI, AI Agent Limits – Business Brain 727
In this episode of Business Brain, we confront the real limits of AI agents and what they mean for our workflow. From cleaning up contradictory ChatGPT memory instructions to testing AI autocomplete tools like Cotypist and connecting health data inside Claude, we explore where AI truly creates leverage—and where it hits hard caps. With monthly browser agent limits and restricted agent requests, we’re reminded that automation isn’t infinite, and strategy matters more than ever.
businessbrain.show
February 13, 2026 at 8:36 AM
Boredom is the Plateau – Business Brain 726

In this episode of Business Brain, we face a hard truth: boredom isn’t a slump—it’s the plateau we built. When things get stable, we can start manufacturing chaos just to feel like the hero again. Shannon Jean and Dave Hamilton push us to notice when…
Boredom is the Plateau – Business Brain 726
In this episode of Business Brain, we face a hard truth: boredom isn’t a slump—it’s the plateau we built. When things get stable, we can start manufacturing chaos just to feel like the hero again. Shannon Jean and Dave Hamilton push us to notice when routine becomes the enemy and when “busy” replaces real momentum. Instead of chasing noise, we learn to spot the patterns that keep us stuck and break through with intention.
businessbrain.show
February 11, 2026 at 8:35 AM
Cool Stuff Found While Surfing with Agentic Browsers — Mac Geek Gab 1128

This week on Mac Geek Gab 1128, you dive into a treasure chest of Cool Stuff Found with Pilot Pete, Adam Christianson, and Dave Hamilton. From DockLock Lite keeping your Dock in check to Backdrop 2.0’s animated lock screens…
Cool Stuff Found While Surfing with Agentic Browsers — Mac Geek Gab 1128
This week on Mac Geek Gab 1128, you dive into a treasure chest of Cool Stuff Found with Pilot Pete, Adam Christianson, and Dave Hamilton. From DockLock Lite keeping your Dock in check to Backdrop 2.0’s animated lock screens and BookMacster’s bookmark magic, you’ll uncover smart Mac tricks you didn’t know you needed. The geeks take a nostalgic tangent into podcasting history before jumping into the now: Agentic browsers like ChatGPT’s Atlas and Perplexity’s Comet that are reshaping how you browse today.
www.macgeekgab.com
February 9, 2026 at 8:16 AM
Creating the Room You Want to Be In: Laura Whitmore and the She Rocks Story – Gig Gab 520

You jump into this episode balancing the reality of working gigs with the mindset that keeps musicians moving forward. From Dave's recent experiences playing atypical rooms with Bitter Pill to cramming new…
Creating the Room You Want to Be In: Laura Whitmore and the She Rocks Story – Gig Gab 520
You jump into this episode balancing the reality of working gigs with the mindset that keeps musicians moving forward. From Dave's recent experiences playing atypical rooms with Bitter Pill to cramming new material for Casual Gravity, you’re reminded that momentum matters even when the crowd is small. Always Be Performing is not about scale, it’s about consistency. That theme carries straight into the conversation with Laura Whitmore, whose career has been shaped by connecting people, creating opportunities, and knowing when to pull back just enough to build a sustainable life alongside the work.
www.giggabpodcast.com
February 9, 2026 at 8:06 AM
FridAI, Hiring Agents – Business Brain 725

In this episode of Business Brain, we dig into how AI is quickly becoming a true coworker, not just a tool. We explore deeper ChatGPT personalization, AI-driven tech support (even through smart glasses), and what it means to “hire” agents like Claude to…
FridAI, Hiring Agents – Business Brain 725
In this episode of Business Brain, we dig into how AI is quickly becoming a true coworker, not just a tool. We explore deeper ChatGPT personalization, AI-driven tech support (even through smart glasses), and what it means to “hire” agents like Claude to think, write, and problem-solve alongside us. From autocomplete apps to AI companions inspired by sci-fi, we reframe AI as something we employ intentionally—on our terms.
businessbrain.show
February 6, 2026 at 8:36 AM
Newly Effectuated Reduced Functionality – Mac Geek Gab 1127

You move fast in this episode, stacking Quick Tips that shave friction off your day almost immediately. You tell Siri to take notes on command, record audio directly inside Notes with native transcripts, and pull off smarter gestures in…
Newly Effectuated Reduced Functionality – Mac Geek Gab 1127
You move fast in this episode, stacking Quick Tips that shave friction off your day almost immediately. You tell Siri to take notes on command, record audio directly inside Notes with native transcripts, and pull off smarter gestures in CarPlay Maps and iOS 26 Safari that feel hidden in plain sight. You tame the Camera side button, rename files faster from Finder and app toolbars, and generally remind yourself that small muscle-memory tweaks compound into real time saved.
www.macgeekgab.com
February 2, 2026 at 8:16 AM
Gear, Gimmicks, and the Good Stuff at NAMM 2026 – Gig Gab 519

You walk into NAMM 2026 thinking you will just wander and see what grabs you. You leave reminded that wandering works best when paired with a plan and a willingness to torch a few sacred cows along the way. This episode is a fast-moving…
Gear, Gimmicks, and the Good Stuff at NAMM 2026 – Gig Gab 519
You walk into NAMM 2026 thinking you will just wander and see what grabs you. You leave reminded that wandering works best when paired with a plan and a willingness to torch a few sacred cows along the way. This episode is a fast-moving field report from the floor, where the real takeaway is not just gear but mindset. You hear why talking with people matters more than chasing booths, why listening beats pitching, and how staying flexible turns a chaotic show into a productive one.
www.giggabpodcast.com
February 2, 2026 at 8:06 AM
GPT Shared Chats + Agents – Business Brain 723

In this episode of Business Brain, Shannon Jean and Dave Hamilton explore how shared chats and AI-first tools are reshaping research, collaboration, and decision-making for entrepreneurs. They break down ChatGPT shared chats, compare them with…
GPT Shared Chats + Agents – Business Brain 723
In this episode of Business Brain, Shannon Jean and Dave Hamilton explore how shared chats and AI-first tools are reshaping research, collaboration, and decision-making for entrepreneurs. They break down ChatGPT shared chats, compare them with Perplexity, and discuss what AI-powered browsers bring to modern workflows. The focus stays practical: using these tools to create clarity and speed, not distraction, while keeping human judgment firmly in control.
businessbrain.show
January 30, 2026 at 8:36 AM
Perfection is the enemy of Shipped – Business Brain 722

In this episode of Business Brain, Shannon Jean and Dave Hamilton break down why perfection is the enemy of shipped—and why waiting for “ready” often means never launching at all. They explore the power of defining a clear Minimum Viable…
Perfection is the enemy of Shipped – Business Brain 722
In this episode of Business Brain, Shannon Jean and Dave Hamilton break down why perfection is the enemy of shipped—and why waiting for “ready” often means never launching at all. They explore the power of defining a clear Minimum Viable Product, getting comfortable with imperfection, and building momentum through action instead of endless refinement. With practical guidance and a real-time example, they show how progress consistently beats polish when building a business.
businessbrain.show
January 28, 2026 at 8:36 AM
Gumbo, Gigs, and Grit: Bill Wharton’s Sauce Boss Path — Gig Gab 518

Dave's back from NAMM 2026 and has a little something to share about that. Actually three little somethings, so that's where we start. But there's more to say about that, and it's not yet time, so we'll extend the NAMM discussions…
Gumbo, Gigs, and Grit: Bill Wharton’s Sauce Boss Path — Gig Gab 518
Dave's back from NAMM 2026 and has a little something to share about that. Actually three little somethings, so that's where we start. But there's more to say about that, and it's not yet time, so we'll extend the NAMM discussions into next week (and beyond?). For today, well, you don’t become the Sauce Boss by chasing a gimmick. You hear how Bill Wharton built a real, working-musician career by leaning hard into what felt natural to him, starting with a Datil pepper, a pot of gumbo, and a simple idea: turn the gig into a gathering.
www.giggabpodcast.com
January 26, 2026 at 9:17 PM
Car As a Service — Mac Geek Gab 1126

You dive into Mac Geek Gab 1126, kicking off with quick tips like batch renaming files in Finder using Craig's method, then celebrating Lotus 1-2-3 Day with a wild tangent on competitive spreadsheeting and full-contact spreadsheet battles—think TCAS systems in…
Car As a Service — Mac Geek Gab 1126
You dive into Mac Geek Gab 1126, kicking off with quick tips like batch renaming files in Finder using Craig's method, then celebrating Lotus 1-2-3 Day with a wild tangent on competitive spreadsheeting and full-contact spreadsheet battles—think TCAS systems in airplanes morphing into "Car As A Service" dreams. More tips follow: three-finger pinch on Mac for quick zoom, pinch iPhone Safari screens for all tabs, time zone hacks for jet lag flyers, Fn key emoji picker, and disabling cellular data on cruise ships to avoid roaming nightmares.
www.macgeekgab.com
January 26, 2026 at 8:16 AM
FridAI Claude Cowork + AI in Medicine – Business Brain 721

In this episode of Business Brain, Shannon Jean and Dave Hamilton explore how AI is reshaping creativity, decision-making, and trust in modern business. The conversation examines whether AI-generated advertising risks damaging a brand,…
FridAI Claude Cowork + AI in Medicine – Business Brain 721
In this episode of Business Brain, Shannon Jean and Dave Hamilton explore how AI is reshaping creativity, decision-making, and trust in modern business. The conversation examines whether AI-generated advertising risks damaging a brand, highlights a 2025 AI-assisted album, and looks at how authenticity and human judgment still matter when machines enter the creative process. The episode also digs into AI’s growing role in medicine, personal intelligence tools like Gemini, and the emergence of Claude Cowork and Claude Code as always-on collaborators for real work.
businessbrain.show
January 23, 2026 at 8:36 AM
Juliana Berger, QuickBooks Head of Payments – Business Brain 720

In this episode of Business Brain, Shannon Jean and Dave Hamilton are joined by Juliana Berger, Head of Payments at QuickBooks, to unpack where founders most often misunderstand how cashflow systems actually connect. They explore the…
Juliana Berger, QuickBooks Head of Payments – Business Brain 720
In this episode of Business Brain, Shannon Jean and Dave Hamilton are joined by Juliana Berger, Head of Payments at QuickBooks, to unpack where founders most often misunderstand how cashflow systems actually connect. They explore the “mycelium” of a business—the meaningful connectivity layer where every dollar in and every dollar out matters—and why fragmented tools quietly create anxiety, inefficiency, and blind spots that erode confidence.
businessbrain.show
January 21, 2026 at 8:36 AM
This Will All Be On The Test — Mac Geek Gab 1125 episode image

You start with Quick Tips that tighten up your daily Apple workflow fast. You learn how CarPlay scrubbing actually works while driving, how Siri can jump forward or back in precise time chunks, and why Apple’s vision for Siri, Gemini,…
This Will All Be On The Test — Mac Geek Gab 1125 episode image
You start with Quick Tips that tighten up your daily Apple workflow fast. You learn how CarPlay scrubbing actually works while driving, how Siri can jump forward or back in precise time chunks, and why Apple’s vision for Siri, Gemini, and personal intelligence matters more than the hype suggests. You unlock practical wins like copying Voice Memos transcripts, using Continuity for clipboard magic across devices, mastering iPhone copy and paste gestures, and understanding when dragging photos quietly converts them to JPEGs.
www.macgeekgab.com
January 19, 2026 at 8:15 AM
The Engineer Is in the Band: Instinct, Ears, and Live Sound with Mike deAlmeida — Gig Gab 517

You’ve done gigs where nothing goes according to plan, but this episode reminds you that chaos is often the classroom. From sleeping on road cases at the Puerto Rican Day Parade to riding a flatbed packed…
The Engineer Is in the Band: Instinct, Ears, and Live Sound with Mike deAlmeida — Gig Gab 517
You’ve done gigs where nothing goes according to plan, but this episode reminds you that chaos is often the classroom. From sleeping on road cases at the Puerto Rican Day Parade to riding a flatbed packed with servo-driven subs that overwhelmed even earplugs and shooting cans, you hear how real-world pressure forges real skills. Mike deAlmeida walks you through learning to roll with it, figuring out systems on the fly before tools like Smaart were common, and walking into unknown gigs where the unknown singer/songwriter turns out to be Shawn Colvin.
www.giggabpodcast.com
January 19, 2026 at 8:07 AM
FridAI – CES + AI Consulting – Business Brain 719

In this episode of Business Brain, you get a fast-moving take on CES 2026 and what it signals for real-world AI adoption. You hear how AI showed up everywhere—from automated email responders and agent-based calendars to personal AI assistants and…
FridAI – CES + AI Consulting – Business Brain 719
In this episode of Business Brain, you get a fast-moving take on CES 2026 and what it signals for real-world AI adoption. You hear how AI showed up everywhere—from automated email responders and agent-based calendars to personal AI assistants and wearable tech that quietly gathers insights. The focus isn’t hype; it’s how these tools can actually change the way you work, decide, and compete.
businessbrain.show
January 16, 2026 at 8:36 AM
Who Sets the Pace? Business Brain 718

In this episode of Business Brain, Shannon Jean and Dave Hamilton explore a deceptively simple question: who sets the pace in a business? The conversation digs into marketing that acts like camouflage—so effective it disappears—and why blending in can cost…
Who Sets the Pace? Business Brain 718
In this episode of Business Brain, Shannon Jean and Dave Hamilton explore a deceptively simple question: who sets the pace in a business? The conversation digs into marketing that acts like camouflage—so effective it disappears—and why blending in can cost entrepreneurs attention and opportunity. Through unexpected examples, they highlight the importance of standing out intentionally instead of hiding in plain sight.
businessbrain.show
January 14, 2026 at 8:36 AM
CES 2026: Cool Stuff Found That Actually Matters — Mac Geek Gab 1124

You walk the CES 2026 floor with Pete and Dave and quickly realize this episode is about practical gear that earns its place in your life. You hear about clever headphones, smarter thermostats, compact travel tech, and simple…
CES 2026: Cool Stuff Found That Actually Matters — Mac Geek Gab 1124
You walk the CES 2026 floor with Pete and Dave and quickly realize this episode is about practical gear that earns its place in your life. You hear about clever headphones, smarter thermostats, compact travel tech, and simple photo organization that fixes real annoyances without overthinking them. The crew cuts through the hype, calling out what feels thoughtful versus what just looks flashy, so you can spot the difference between tools that solve problems and gadgets that will gather dust.
www.macgeekgab.com
January 12, 2026 at 8:16 AM
Be Prepared and Predictable: How Richie Castellano Stays Gig-Ready — Gig Gab 516

You jump straight into the deep end with Richie Castellano as you explore what happens when preparation collides with opportunity. You follow his path from mixing weddings to standing behind massive analog rigs,…
Be Prepared and Predictable: How Richie Castellano Stays Gig-Ready — Gig Gab 516
You jump straight into the deep end with Richie Castellano as you explore what happens when preparation collides with opportunity. You follow his path from mixing weddings to standing behind massive analog rigs, wrangling six guitar channels, chasing down mysterious hums, and learning fast that the gremlins always show up when you least expect them. When the call comes to go from being Blue Oyster Cult's sub sound engineer to bass player in four days with 21 songs to learn, the lesson is clear: play something you know, rehearse smart, and build a Just In Case bag that saves the gig.
www.giggabpodcast.com
January 12, 2026 at 8:06 AM
FridAI – No AI Yes Men – Business Brain 717

In this episode of Business Brain, you’re challenged to stop using AI as a polite yes-man and start treating it like a ruthless sparring partner. You learn how to pressure-test your thinking before you ever type a prompt by defining the real decision,…
FridAI – No AI Yes Men – Business Brain 717
In this episode of Business Brain, you’re challenged to stop using AI as a polite yes-man and start treating it like a ruthless sparring partner. You learn how to pressure-test your thinking before you ever type a prompt by defining the real decision, the outcome that actually matters, and the constraints you refuse to break. Shannon Jean and Dave Hamilton walk you through using AI to surface opposing viewpoints, rank options by impact instead of effort, and expose second-order consequences that can make or break your strategy.
businessbrain.show
January 9, 2026 at 8:35 AM
The Power of Your Personal Brand – Business Brain 716

In this episode of Business Brain, you’re challenged to think differently about how people experience you and your business. You explore why your personal brand is more powerful than any logo or company name, because people connect with you…
The Power of Your Personal Brand – Business Brain 716
In this episode of Business Brain, you’re challenged to think differently about how people experience you and your business. You explore why your personal brand is more powerful than any logo or company name, because people connect with you first. From lessons inspired by Crazy Eddie to the idea of the Alter Ego Effect, you’re reminded that sharing what you’ve learned—and giving yourself permission to evolve—builds trust faster than polished marketing ever could.
businessbrain.show
January 7, 2026 at 8:36 AM
All Rhyme, No Reason, Just Tabs — Mac Geek Gab 1123

You kick off the year by tightening your Apple habits, starting with smart Quick Tips that actually stick. You build year-based music playlists for offline listening, flip on Airplane Mode when you’re out of service to save serious battery, and…
All Rhyme, No Reason, Just Tabs — Mac Geek Gab 1123
You kick off the year by tightening your Apple habits, starting with smart Quick Tips that actually stick. You build year-based music playlists for offline listening, flip on Airplane Mode when you’re out of service to save serious battery, and let the Health app handle reminders for meds and eye drops so nothing slips. You’re reminded of power-user staples like Cmd-Shift-5 for screenshots, learn how Google Sites can double as a surprisingly effective bookmark manager, and get clarity on when and how to disable VPNs properly, including on Apple TV for region-locked content.
www.macgeekgab.com
January 5, 2026 at 8:16 AM
Mixing Legends Live: Robert Scovill at the Rock and Roll Hall of Fame — Gig Gab 515

You step into the pressure cooker of elite live sound, where Robert Scovill shows you why chaos is often the best teacher. From mixing Rock and Roll Hall of Fame inductions with zero margin for error to handling…
Mixing Legends Live: Robert Scovill at the Rock and Roll Hall of Fame — Gig Gab 515
You step into the pressure cooker of elite live sound, where Robert Scovill shows you why chaos is often the best teacher. From mixing Rock and Roll Hall of Fame inductions with zero margin for error to handling full-band changeovers on the fly, you learn that perfection is worth chasing but dangerous to demand. You hear why live mixing beats the studio for him.
www.giggabpodcast.com
January 5, 2026 at 8:06 AM
FridAI – Choosing the Right AI – Business Brain 715

In this episode of Business Brain, you step into the fast-moving world of AI and learn how to choose the right tool for the job. You compare Perplexity, ChatGPT, Claude, and Gemini, with real-world insight into why Perplexity may hallucinate less…
FridAI – Choosing the Right AI – Business Brain 715
In this episode of Business Brain, you step into the fast-moving world of AI and learn how to choose the right tool for the job. You compare Perplexity, ChatGPT, Claude, and Gemini, with real-world insight into why Perplexity may hallucinate less right now. You explore purpose-built tools like Gamma AI for presentations, NotebookLM for research, Manus AI for automation, and creative powerhouses like Sora AI and Google Veo.
businessbrain.show
January 2, 2026 at 8:36 AM