Author Archive: Lisa Hendrickson

Lisa Hendrickson is the owner of Call That Girl. She is an Outlook Expert and Microsoft 365 Consultant.

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PDF only printing one page on Mac

| August 18, 2025

PDF only printing one page on Mac

Client called in with this issue and after some initial troubleshooting I determined it was Adobe. PDF’s printed fine with Preview App.

Give that a shot, I hope it helps!

 

Gmail.com suspects your message is spam and rejected it

| August 18, 2025

Gmail.com suspects your message is spam and rejected it

Client with Microsoft 365 called me to help fix this issue. All of her records online (DNS) seemed to be ok, then I snooped around and could not find the exact error fix but some online Google matches pointed me to look at the SPF records and it pointed me to add this record: +include:_spf.google.com

I had her add that to her SPF record and she got it working again. She also found some others to add from her domain hosts FAQ.

Keep in mind that I always copy out any records before I update and edit. Measure twice, cut once. If something is wrong with your update, you can paste the old records back in.

 

If you need my help, use the form below.

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 Gmail only downloading 10 emails

| August 11, 2025

New Outlook Gmail only downloading 10 emails

Not a common issue request I get with New Outlook but I have seen this issue three times now. The first two clients didn’t like New Outlook so they chose to go back to Outlook Classic.

This last client I helped, he ended up keeping his computer on all night/day to see what happened, it was a Friday. I had hopes of the email and folders downloading naturally in time.

No email or folders in on Sunday.
On his own he removed McAfee and installed Norton.

I called today and all his emails were downloaded and folders showed up. I’m going to take a guess that McAfee was blocking it. Cannot say this was 100% the resolution but might be worth trying for you.

This is a new “problem”, so not many online articles have the real solution yet. Just posting this to help some of you out for now.

If you need my help, use the form below.

New Outlook Book

| August 10, 2025

New Outlook Book

Hi readers of my articles and posts here on my website. I’m Lisa Hendrickson, the owner of this site and Microsoft Outlook Expert & 365 Consultant. I decided to open this page up on my navigation bar for those curious about what a New Outlook Book would be about. In all my years of being a technician, I have also had a flare for writing, storytelling and how-to articles. In fact, it’s how I have done my marketing since 2009 on this website. You most likely searched something in Google, found content and maybe explored the banner and navigation tabs. All the content I publish is either about Outlook, New Outlook or another tech issue. Many times, I have full blown how-to and sometimes just a bit of an answer, due to the complications of the fix.

Since 2022, I have been diving into New Outlook learning as much as I could about the technical side of it. My clients will need me to help them migrate their data, help with contacts, phones and a variety of 365 issues that are now happening faster. In the spring of this year, I decided I had enough information to write a book about New Outlook. Not your ordinary book about how to use the product, but an in-depth tutorial of every step a technician will need to learn to help clients prepare for New Outlook.

I opened up a Patreon account and have been writing the chapters on that site. I started last March and am up to Chapter 8. I have two chapters left and after that, I will do all the step-by-step tutorials and then close and publish. The full eBook should be ready before Christmas. It will be available for $9.99 on Amazon and you can read the chapters now for free if you like.

Read below more about the book to give you an idea. My Patreon site requires no membership to read but if you want to show support and create a free account, I’d appreciate that.

https://www.patreon.com/c/NewOutlookForTechnicians

More about the book!

Introduction

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

This Patreon is where I’m publishing each chapter as I write it. https://www.patreon.com/c/NewOutlookForTechnicians

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?”

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

Summary of Webinar: Outlook Classic vs. New O365: Avoiding Brand-Trust Issues in the Changeover

| July 19, 2025
Meeting summary for Outlook Classic vs. New O365: How to Avoid Brand-Trust Issues in the Changeover (07/03/2025)
Quick recap

Lisa and Tanya hosted a webinar focused on the transition from Outlook Classic to the new Outlook, discussing the challenges and changes associated with the update, including migration processes and security measures. They covered the differences between various email systems and emphasized the importance of preparing for the upcoming changes, particularly the shift towards cloud-based migrations and the eventual decommissioning of classic Outlook. The conversation ended with discussions about the limitations of the new Outlook and the need for businesses to adapt to new technologies, while Tanya offered services and encouraged attendees to participate in future webinars.

Next steps

  • Microsoft 365 Users: Set up and test global administrative account for emergency access as a backup to prevent lockouts
  • Exchange Users: Back up Exchange data through a cloud provider for data security
  • Pop/Imap Users: Consider migrating to Exchange before 2029 to prevent disruption when classic Outlook is decommissioned
  • All Users: Check domain DNS records using MX Toolbox to ensure proper email delivery
  • All Users: Test security access through incognito browser to verify current password and multi-factor authentication are working properly
  • All Users: Implement proper backup solutions – either through IT providers or Cloud Alley at $3/month
  • Meeting Attendees: Test new Outlook by toggling between classic and new Outlook interface if using Exchange to familiarize with the new interface
  • Lisa: Schedule follow-up technical webinar focusing on migration processes and technical details
  • Lisa: Continue developing New Outlook content on Patreon with 12-15 chapters and accompanying videos
  • Tanya: Share webinar recording and Lisa’s upcoming webinar schedule with attendees
  • Godaddy Office 365 Users: Consider migrating away from Godaddy to resolve email deliverability issues and gain full administrative access
  • Classic Outlook Users: Export data to PST files as backup before the 2029 decommissioning deadline
  • Susan: Continue backing up to PST files as currently doing

Summary

Outlook Brand Integrity Webinar

Lisa and Tanya hosted a webinar about the new Outlook, focusing on brand integrity and client trust. They discussed the upcoming changes to Outlook and the potential impact on businesses. Lisa shared her extensive experience in the tech industry and her expertise in Outlook. Tanya introduced Lisa as the “Queen of Outlook” and highlighted her knowledge of the new Outlook. They planned to cover questions and answers after the presentation and offer a special back-to-basics session at the end.

Outlook Transition and Migration Challenges

Lisa discussed the transition from Outlook Classic to the new Outlook, highlighting disruptions faced by users on POP and IMAP accounts due to Microsoft’s forced updates. She explained that users might encounter a new Outlook version after a reboot, which could lead to data loss if not configured properly. Lisa recommended migrating to Exchange to avoid these issues and provided a link for users to download Outlook Classic if needed. She encouraged attendees to ask questions and offered assistance for those struggling with the transition.

Exchange Migration and Email Systems

Lisa explained the differences between POP, IMAP, and Exchange email systems, noting that Exchange offers full synchronization with calendars, contacts, and tasks, while POP and IMAP lack this functionality. She highlighted that Microsoft is gradually transitioning users to Exchange, with the new Outlook 2029 version removing customizable features and requiring a migration process. Lisa emphasized the importance of preparing for this transition by ensuring compatibility with Office 365 and third-party apps, and she mentioned her upcoming Patreon content to help users adapt to the changes.

Outlook Migration: IMAP to Exchange

Lisa explained the process of migrating from IMAP to Exchange, noting that users can test the new Outlook by toggling between versions without risk. She highlighted that Exchange users can access their calendar, contacts, and autocomplete features, while IMAP users need manual email and contact migration. Lisa also discussed the challenges of managing multiple email accounts and the need for contact cleanup to ensure seamless integration. She emphasized that while new Outlook lacks some classic features, such as plugins, companies are developing apps to integrate with the new version, and Microsoft plans to phase out classic Outlook by 2029.

DNS and Email Delivery Best Practices

Lisa discussed the importance of maintaining up-to-date DNS records, particularly DMARC and SPF, to ensure email delivery and brand trust. She explained how to check these records using tools like MX Toolbox and emphasized that issues with Yahoo, AOL, and Google email services are often beyond users’ control. Tanya shared her experience with deliverability issues when using GoDaddy’s federated Office 365 version, highlighting the limitations compared to a direct Microsoft subscription, and Lisa recommended migrating to a full-featured Office 365 plan to resolve these issues.

Email Security and MFA Best Practices

Lisa discussed security measures for email accounts, emphasizing the importance of having a “break glass” global administrative account for emergency access. She advised testing Multi-Factor Authentication (MFA) regularly and moving authentication apps to new devices to avoid disruptions. Lisa also highlighted the challenges of updating security settings in new Outlook and the increasing sophistication of hackers, who are now exploiting phone and cookie vulnerabilities.

Outlook Transition and Data Migration

Lisa discussed the transition from classic to new Outlook, noting that while new Outlook is less configurable, it breaks less frequently. She emphasized the importance of backing up Exchange data, recommending cloud-based solutions like Veeam or Cloud Alley for businesses, and exporting to PST files for individuals. Lisa also mentioned that classic Outlook will be decommissioned by 2029 or 2030, and she advised attendees to start preparing for this transition by using templates and exploring new features in Outlook 365.

Outlook Migration and Knowledge Sharing

Lisa discussed her experience with the new Outlook and her efforts to learn and share knowledge about it, including her upcoming book and resources. She explained that Carbonate and Cloud Alley are owned by the same company and shared insights from her past work with Cloud Alley. Lisa also mentioned conducting an onboarding assessment for clients and migrating some of them to Exchange, while preparing for the transition to the new Outlook. Tanya expressed gratitude for Lisa’s contributions and highlighted the supportive tech community.

Outlook Update Challenges and Migration

The meeting focused on the challenges and changes associated with the new Outlook update, including issues with PST file exports and calendar sync. Lisa and Tony discussed the limitations of the new Outlook, such as the inability to import PST files, and the potential impact on their businesses due to the shift towards cloud-based migrations. Tanya offered a brand audit service at a discounted rate and encouraged attendees to sign up for future webinars. The group also discussed the importance of email and communication for businesses and the need to adapt to new technologies.

 

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