Category: Outlook SupportIf you’ve ever heard an employee quietly mutter, “why is Outlook doing this?”, you already understand the challenge. I’ve been supporting Outlook long enough to know it’s never just Outlook.
I’m an active, working technician and consultant with 28 years in IT and Microsoft, supporting Outlook since its earliest days and guiding organizations through every major change along the way. In 2025, I was awarded Microsoft Outlook MVP status and a 2025 Experts Exchange award. My background spans corporate IT, consulting, and 19 years as a business owner, which means I understand both the technical side of change and the business impact behind it.
Outlook isn’t just an application. It’s habit, routine, and comfort. When Outlook Classic changes or goes away, the disruption is often underestimated. Confidence drops, frustration rises, and leadership feels it quickly. This session focuses on why employees become attached to Outlook Classic, what that resistance really means, and how organizations can lead a thoughtful, low-stress transition to New Outlook.
I use real workplace stories to explain what’s changing, what isn’t, and what leaders actually need to worry about (and what they don’t). With deep experience across Microsoft 365, including account types, email delivery, Outlook configuration, OneDrive, Teams, and SharePoint, I translate technical change into clear, human terms executives can act on.
This is not technical training and not a vendor presentation. It’s a practical, executive-friendly conversation that helps organizations move forward with confidence, and a little humor, instead of resistance and confusion.
Clear explanations of Outlook change without technical overload
Practical guidance leaders can share with teams immediately
Reassurance, context, and a few moments of humor that make the change feel manageable
No sales pitch. No vendor slides. Just clarity, experience, and perspective
Bonus points if you’ve ever blamed Outlook for something that turned out to be OneDrive
Microsoft Outlook MVP and 2025 Experts Exchange award recipient
Active working consultant supporting organizations daily (www.callthatgirl.biz)
Speaker and workshop leader for in-person and online sessions since 2007
Author of multiple professional-level technical books, with a New Outlook book coming soon
Ongoing contributor through articles, podcasts, and YouTube training
Cross-platform experience supporting Windows, Mac, iPhone, and Android in Microsoft 365 environments
Available for executive briefings, company-wide sessions, and leadership events
Online or in-person engagements
Topics:
To get in contact, use the form below or call 612-865-4475
If you’ve ever whispered, “why is Outlook doing this?” under your breath, you’ll feel very seen in this session. I’ve been supporting Outlook long enough to know it’s never just Outlook.
I’m an active, working technician and consultant. This is real work, not theory. I’ve spent 28 years in IT and Microsoft, supporting Outlook since the beginning and living through every major change. In 2025, I earned Microsoft Outlook MVP status and a 2025 Experts Exchange award. My background includes corporate IT, contract roles, and 19 years as a business owner. 2026 is the year I break into conference speaking, focused on my favorite topics: Outlook Classic and New Outlook.
I tell real-world stories from the trenches. The kind that make audiences laugh because they’ve absolutely been there. I bring deep, practical experience across Microsoft 365, Outlook and New Outlook. Including the realities of home user accounts vs. business tenants, email delivery issues, Outlook setup, OneDrive (and yes, why Microsoft puts PST files there by default), Teams, and SharePoint.
First-year conference speaker, ideal for side rooms, breakouts, and opening sessions that warm the crowd up before keynotes
Practical takeaways, real-world fixes, and at least one moment where you laugh because you’ve lived that ticket
No sales pitch. No vendor slides. Just real MSP life, real fixes, and stories you’ll swear came from your own queue
Bonus points if you’ve ever supported Outlook on a Mac, synced it to an iPhone, and then blamed OneDrive
After 16 years of being active in technical online communities, I’ve read thousands of MSP-related posts. While I don’t run my own MSP, I deeply understand how MSPs actually operate. How they think, how they manage Microsoft 365 tenants, and how Outlook is usually their least favorite product to support.
Active working technician/business owner handling 30–50 support calls during a typical week
Longtime online contributor answering real technical questions to the IT crowd
Leading in-person and online webinars and workshops since 2007
Author of multiple technical books written specifically for IT professionals, with a New Outlook book coming soon
Ongoing content creator through technical articles, podcasts, and YouTube training
Cross-platform experience supporting Mac, Windows, iPhone, and Android, and the chaos that happens when they all meet inside one Microsoft tenant
Need a speaker for an online event soon? Reach out. I may be able to adjust my calendar to help you out
For in-person events, I typically need a few days’ notice
My online contribution pages:
https://techcommunity.microsoft.com/users/lisahendrickson/2048307
https://www.experts-exchange.com/members/CallThatGirl.html
https://www.linkedin.com/in/callthatgirl
Use the form below to get in contact, call 612-865-4475, or email lisa@callthatgirl.biz
Something Went Wrong We ran into an error – Microsoft.Exchange.Data.Directory.ADDriverStoreAccessNonLocalException
I came across this error trying to launch New Outlook for a client. After reviewing, the typical searches online were already tried and failed, so I read deeper and found that this fix works.
Go to this folder in File Explorer: You can delete the OLK folder completely.
C:\Users\Your user profile name\AppData\Local\Microsoft\Olk
Typically I try to back up any data, but since New Outlook doesn’t store local data, there was no back up needed.
New Outlook launched fine after deleting the OLK folder.
If you need my help with any Outlook issues, feel free to get in contact below.
I have seen this error before with new Outlook.com accounts, it’s very odd but it kicks in sometimes after you just set up a new Outlook.com account and then set up in Outlook Classic. Usually it happens the same day or next day.
If you’re not seeing email delivering or sending out, then log in on www.outlook.com and then you will see the security prompts. It should unlock in about 20 min, restart your Outlook program and test. If not working yet, give it more time.
If you are having issues, please send me a message using the form below or schedule an appointment.
Register here: New Outlook 4-Part Webinar Series: Mastering Your Inbox, Calendar & Tasks » TRACCreations4E
Clients, online followers and newsletter subscribers, I have been working with Teresa Cyrus since last winter on New Outlook. Her and I have found a great partnership regarding New Outlook. As you know I’m more on the technical side and she is on the training side. Partnering and helping each other made so much sense. I have offered her a space on my platform to offer you all a small bite of what New Outlook will be like in the future. By 2029, this is our future. Many of you will be moving to New Outlook and might want to know what is coming and there is a lot! Teresa is covering much of it in these 4 sessions.
I will be hosting and moderating the chat, she will be lead presenter.
With New Outlook comes New Workflows—this 4-part series shows you how to master them all.
$50 to attend all 4 sessions, these will be recorded. Presented once a week starting Oct 3, 10, 17 and 24.
Register here: New Outlook 4-Part Webinar Series: Mastering Your Inbox, Calendar & Tasks » TRACCreations4E
Presenter:
Teresa B. Cyrus, TRACCreations4E
Founder | Certified Trainer | MVP
Designed for business and administrative professionals, team leads, small business owners, IT professionals, and anyone curious about the New Outlook features, this series will help you take control of your inbox, calendar, tasks, and communications with confidence.
Dates: October 3, 10, 17, and 24
Time: 3 PM Eastern Time Zone (1 hour each)
Price: $50 for all 4 sessions (limited-time offer — that’s $12.50 per session)
Session Topics:
Session Descriptions:
With TRACCreations4e signature AAIM system, you’ll take control of your inbox and supercharge your productivity. Learn how to:
This session equips you to conquer your inbox with efficiency, giving you more time to focus on what truly matters – right now.
Discover powerful scheduling tools designed for today’s hybrid workstyle. See practical demos of how to:
Managing tasks doesn’t have to be a chore! In this dynamic session, you’ll learn how to:
Walk away with practical tools and a clear game plan to conquer your to-do list and simply your work day – all day – every day!
Learn how to build polished newsletters right inside Outlook for Windows, Outlook on the Web, or dedicated website. In this session, you’ll:
If you manage communications, this session will help you streamline the process without switching tools or purchasing a third-party app.
Reserve your spot today—space is limited. Gain New Outlook skills that save you hours each week and transform how you work.
When you get your new computer, Microsoft will have you go through a set up wizard. During the set up, you will be asked to log into your computer with a Microsoft account. If you have your older computer there, look at the “settings” in that computer and find the email that you logged in with. That is the email you should log in with on your new computer. It will set up OneDrive as you had it on the older computer and download all of your desktop items, documents and whatever else you have stored in OneDrive.
If you want to only use your local C drive, there is a way to not set up OneDrive but it’s a bit of work and lately I haven’t been recommending it. In the past, some of my clients who wanted this didn’t know how much time it took and the possible issues in the future. What can happen? OneDrive might still be not set up, but it could still pop up one day and you click on a button and all of your local data is now uploading to OneDrive. Which can cause a lot of issues and problems.
A workaround?
Set up OneDrive and then chose to change your default save locations for your documents to be the C drive documents. Like this path: C:\Users\LisaE\Documents
I can help with this and helping you with avoiding OneDrive.
Use the form below to get in touch.
