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
