Tag: Definitive guide to New Outlook for IT support

New Outlook Book for Technicians

| August 13, 2025

New Outlook Book for Technicians

Introduction

If you’re searching for a book about New Outlook for just technicians, you’re in the right place!

This Patreon is where I’m publishing each chapter as I write it. Once the book is complete, I’ll release it as a downloadable eBook (PDF) here and on my business website www.callthatgirl.biz and publish it on Amazon.

Why I Wrote This Book

Last April, I was answering a question on LinkedIn about New Outlook. Halfway through my response, it hit me: I should write a book.

New Outlook is here to stay, and the questions about it are going to keep coming for years. The people who will need this book the most are:

  • Break/fix technicians

  • Computer techs (in-store or remote)

  • IT consultants and MSPs

  • Tech-savvy end users

My goal is to give you everything I know about manual migrations from Outlook Classic to New Outlook. Some “basic IT knowledge” won’t be included, simply because it’s assumed for this audience or it changes too quickly to keep up with in print.

What This Book Covers and What It Doesn’t

  • Most of the steps you’ll learn here are completed in Outlook Classic before the migration.
    Once all data is moved to an Exchange account, adding it to New Outlook is straightforward. Customization options in New Outlook are limited, so most of the work happens in the setup phase.
  • This book focuses only on manual migrations using Outlook Classic.
    If you want instructions on migration software, this book won’t cover it. Most Microsoft 365 vendors offer migration services for a fee, or software vendors provide tech support for their own tools.
  • Why manual migrations? Because while moving the data itself is often simple, managing the migration and finishing without pulling your hair out is the real challenge.

Why This Matters

  • Microsoft 365 changes almost daily, and New Outlook is still a teenager in tech years. With Outlook Classic reaching end-of-life in Q2 2029, the demand for migrations is going to outpace the number of available technicians.
  • Millions of users still run older versions of Outlook. Once New Outlook becomes the only option, many small businesses and PST file users will want to move to Exchange for better performance and full access to 365 features.
  • I saw this coming back in 2022 when one of my clients suddenly had New Outlook replace Outlook Classic without warning. Now, New Outlook is starting to allow PST files for some users (and soon, for all). But PST users won’t get the same smooth experience they’re used to and in some cases, you can’t even add a PST without a paid Microsoft license. I’ve seen it twice this month alone.

Real-World Challenges

The request for migration help doesn’t always come in the form of “Can you migrate my email?”
It’s more often:

  • “My calendar isn’t syncing with my phone.”

  • “I can’t do something I used to do in Outlook.”

Moving clients to Exchange is now my number one recommendation because:

  • It works better with New Outlook

  • It’s part of the Microsoft 365 “mothership”

  • It avoids many compatibility headaches

For example, just last month I had a client with a paid New Outlook license and an IMAP mailbox. His CRM wouldn’t integrate in New Outlook but it worked fine in Outlook Classic. We eventually had to roll him back. I’m discovering new limitations like this all the time.

A Bit of History

This isn’t my first Outlook migration book. Over a decade ago, I wrote one for Outlook Classic.
The core data migration process hasn’t changed much since 2010, but the tech world around it has and this new book reflects today’s challenges, cloud tools, and client expectations.

With New Outlook rolling out to most computers (unless blocked by admins), I’m already hearing:

  • “Nope, not loving it. I miss my old Outlook.”

  • “I like it, but… where’s my calendar?”

How to Read This Book

The chapters I’ve completed so far are free to read here on Patreon.
When the final version is ready, it will be fully edited, downloadable, and packed with real-world migration stories. I’ve always written in my own voice, mixing technical steps with field experiences and this book will be no different.

I am using some AI assistance for step-by-step clarity, but all stories, insights, and troubleshooting tips are my own.

About the Author

Lisa Hendrickson is a Microsoft Outlook and Office 365 expert with over 30 years of hands-on experience helping clients worldwide solve complex email, calendar, and contact challenges. Since 1996, she has specialized in guiding technicians, MSPs, IT professionals, and savvy end users through smooth migrations and custom configurations. Known for her clear teaching style, real-world tips, and deep technical knowledge, Lisa is the go-to resource for those making the leap from Outlook Classic to New Outlook. When she’s not troubleshooting or writing, you’ll find her sharing advice with her global tech community and empowering others to master their digital tools.

Contact: Lisa@callthatgirl.biz
Website: www.callthatgirl.biz

New Outlook Expert

| July 14, 2024

New Outlook Expert

New Outlook is something else! If you are googling for these keywords, I can most definitely help you. Whether you like or love the New Outlook or need help transitioning data, or reversing to the old classic Outlook, let me help. This page will be updated soon with all the videos and blogs I am going to create focusing on you, the end user! And trust this, I have so many topics coming out, please follow me on YouTube to get the videos, or check back on this page as it will have the updated blogs.\

Other pages with good information:

https://callthatgirl.biz/new-outlook-migration/

https://callthatgirl.biz/pst-migration-to-microsoft-365/\

Few important things to know:

  • If one day you launch Outlook and your old Outlook is gone and you are missing all of your calendar, contacts and PST files, please note that you can most likely go back to the classic Outlook and your data SHOULD be there. I say that loud and bold because it should but it might not be. I can maybe get it back if it’s gone.
  • PST files are not supported yet with the New Outlook so your PST files will not show up. If you had Outlook configured with POP and PST, I can help migrate that data to a platform that New Outlook will read, or try helping reverse back to classic Outlook.
  • PST’s might be readable in the New Outlook one day. I’m going to guess that they will not work as they have for all these years, but you might be able to read the data. Who  knows though, Microsoft might allow them to be able to read/move and change. Things I will keep you all updated with in the future.
  • Cool features: Gmail, iCloud, Yahoo has full synchronizing abiliity with their online calendars and contacts. So far! I find this most amazing, so it’s a great update for those wanting “everything to synch” and for home users mostly.
  • Missing features: Oh wow, so many! Contacts, definitely lost many features like fields and just so much. It was a sad day for me to see that. I help so many clients now customize their contacts to perfection. Also many calendar features
  • Tasks, will now be in the To do app and there is a lot coming up with that. Think “Planner”, using Teams. More to come!
  • Search, it’s fast! Way faster than classic Outlook!

 

 

 

 

Below are some videos to watch! I’ll add more as I have them!

Use the form below to get in touch if you want to talk

Want to listen to my New Outlook Podcast?

Apple https://podcasts.apple.com/us/podcast/new-outlook-podcast/id1761264434

Podbean https://callthatgirl.podbean.com 

Spotify link coming