Free 3-Day Live Workshop · September 25–27 

OS 27 Is Almost Here! Learn What Your Apple Devices Will Be Able to Do.

Apple changed more than the look of your Mac, iPhone, and iPad. In this free live workshop, Dylan will show you what actually changed, what really matters, and how to put the new features to work in your everyday life.

No tech jargon. No trying to figure it out on your own. Just three practical, easy-to-follow sessions that help you get more from the Apple devices you already own.

Meet Dylan Stewart, The MacWhisperer

With more than 20 years of experience teaching Apple users, Dylan has helped thousands of people understand their devices, discover features they never knew existed, and use their technology with more confidence.

His teaching style is practical, approachable, and easy to follow. He doesn’t just show you where Apple moved a button — he shows you what the technology can do for you and how to actually use it.

OS 27 Changed the Way Your Apple Devices Work. Let’s Make Sure You Know How to Use It.

Apple updates can feel like a mix of new buttons, new menus, new features, and a lot of things you’re not sure you even need.

This workshop cuts through all of that.

Join Dylan Stewart, The MacWhisperer, for three live, easy-to-follow sessions that focus on the OS 27 changes worth knowing — and, more importantly, how they can make the way you use your Mac, iPhone, and iPad easier, smarter, and more useful.

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Meet Dylan Stewart, The MacWhisperer

With more than 20 years of Apple teaching experience, Dylan helps people stop feeling overwhelmed by their devices and start using them with more clarity, confidence, and ease.

His teaching style is practical, approachable, and easy to follow — whether you’re brand-new to Apple productivity tools or ready to sharpen the system you already have.

OS27 Is Here: Finally, An Easy Way to Understand Your Apple Devices

Don’t Let Another Apple Update Leave You Feeling Left Behind.

Every time Apple updates your iPhone, iPad, or Mac, things move around, buttons change, and you’re left trying to figure it out on your own.

You bought these devices to make your life easier—not to give you a headache.

Join Dylan Stewart, The MacWhisperer, for a relaxed, friendly 3-day online workshop. No tech jargon. No fast-talking salesmen. Just clear, step-by-step guidance on how to make your Apple gear work for you.

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Does This Sound Familiar?

  • You install the latest update but keep using your devices exactly the same way you did before.

  •  You hear about new Apple features but aren’t sure which ones are actually worth learning.

  •  You know Siri is changing, but you still mostly use it for timers, weather, and basic questions.

  • You suspect your Mac, iPhone, and iPad can do much more than you’re currently asking them to do.

You don’t need to learn everything Apple added. You need someone to show you what matters — and how it can work for you.

What You’ll Learn

In just 60 minutes a day, Dylan will take you through the OS 27 changes worth understanding and show you how to start using them immediately.

  • Understand What Really Changed in OS 27 — Separate the genuinely useful improvements from the cosmetic changes so you know where to focus.
  • Meet the Smarter Siri — Discover how Siri and Apple Intelligence can help you find information, work with what’s on your screen, and accomplish more without digging through apps and menus.
  • Discover What’s New in Photos — See how Apple’s newest visual tools can help you find, improve, and work with your photos more easily.
  • Put Safari and Shortcuts to Work — Learn practical ways to browse with less clutter and automate small tasks you repeat all the time.
  • Make Your Apple Devices Work Better Together — See how your Mac, iPhone, and iPad can become one connected system instead of three separate devices.

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Your Digital Traveler Special Offer for a Limited Time!

Unlock the Full Power of Your Apple World — Month After Month

Join the MacWhisperer Academy for just $100/month and get the MacMasterclass (a $397 value) FREE!

This offer ends Monday, December 3 at midnight PT.

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Join Us Live — Or Catch Up With the Replay 

Each day reveals a different part of the OS 27 experience, and together the three sessions give you the full picture of what changed, what matters, and how to use it.

But if you can’t make one of the sessions, register anyway. We’ll send registered attendees the recording shortly after each day concludes so you can catch up before the next session begins.

Day 1 : See What OS 27 Can Really Do

Start by cutting through the noise and understanding which OS 27 changes are actually worth your attention.

You’ll get a clear picture of what’s new, what matters most, and which features can immediately make your everyday Apple experience easier and smarter.

What you’ll learn:

  • Which OS 27 changes are genuinely useful
  • How Apple Intelligence is changing the way you interact with your devices
  • What’s new in Safari and other everyday tools
  • How Shortcuts can simplify tasks you repeat
  • How to start putting the most useful new features to work right away

Takeaway: Now I understand what changed — and which new features are actually worth using.

 

Friday, Sep 25

12:00–1:00 PM PT

3:00–4:00 PM ET

Join the Free Workshop

Day 2 : Meet the New Siri

Move beyond timers and weather and discover what the smarter Siri experience can actually do.

You’ll see how Siri can help you find information, work with what’s on your screen, connect details across apps, and interact with your Apple devices in a much more natural way.

What you’ll learn:

  • How to talk to Siri more naturally instead of memorizing commands
  • How Siri can help you find photos, notes, contacts, information, and more
  • How Siri can work with what’s happening on your screen
  • How Siri and Apple Intelligence can connect information across apps
  • Practical ways to use Siri throughout your day with less tapping and searching

Takeaway: I had no idea Siri could help me do all of that.

 

Saturday, Sep 26

12:00–1:00 PM PT

3:00–4:00 PM ET

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Day 3 : Bring it All Together

This is where everything comes together. You’ll connect what you learned about OS 27, Siri, Apple Intelligence, Photos, and everyday workflows so you can start using the new system as a whole — not just as a collection of new features.

You’ll explore Photos, Apple Intelligence, connected workflows, and the ways Apple’s newest tools can help you move more naturally between tasks, information, and devices.

What you’ll learn:

  • What’s new in Photos and how to get more from your pictures
  • How Apple’s visual tools can help you find, improve, and work with content more easily
  • How Apple Intelligence connects with the tools you use every day
  • How your Apple devices can work together more naturally
  • How to turn everything you learned over the three days into a smarter everyday Apple routine

 Takeaway:  Now I understand how these new features fit together — and how to make my Apple devices work better for me.

 

Sunday, Sep 27

12:00–1:00 PM PT

3:00–4:00 PM ET

Join the Free Workshop

What You’ll Walk Away With

By the end of the three days, you won’t just know that OS 27 changed — you’ll understand what those changes mean for you.

You’ll know which new features are worth your attention, how to start using them, and how to get more from the Mac, iPhone, and iPad you already own.

Most importantly, the next time you pick up one of your Apple devices, you’ll have a much better idea of what it can do now — and how to make it work for you.

  • Clarity about what changed in OS 27
  • Practical new ways to use Siri, Photos, Safari, Shortcuts, and Apple Intelligence
  • More confidence using your Apple devices as one connected system

Reserve My Seat

Still Have Questions? We've Got You Covered.

OS 27 Is Already on the Way. Make Sure You Know What to Do With It.

Join Dylan live September 25–27 and discover what changed, what matters, and how to get considerably more from the Apple devices you already own.

Join the Free Workshop
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