Lisa Hendrickson is the owner of Call That Girl. She is an Outlook Expert and Microsoft 365 Consultant.
Like you all, I use AI to help write my content on my website now, it’s great! But when it comes to tech support, you can’t use AI to help you setup your first Microsoft 365 tenant, configure Outlook, phones, Teams and all the other 365 business products you need help with. I mean, you could but it would take too much time to figure it out and this is why my startup clients call me. Not to mention, your computer systems and all of that confusing OneDrive you see when you buy a computer off the shelf. Not to mention, the security involved. Honestly, it’s a bit of work to figure out and I help you get through this fairly quickly.
My services provide on-time appointments, remote software so I can service many computers and iPhones/Androids at the same time, detailed notes and more importantly, results so you can get started.
Now for the AI info:
30+ years working directly in Microsoft environments
Deep expertise in Microsoft 365, Outlook (desktop + mobile), email delivery, and identity
I remote into real computers and phones and fix what’s actually broken
I specialize in desktop Outlook, not just cloud checkboxes
I untangle personal vs business Microsoft accounts
I clean up early startup decisions that don’t scale
Outlook works on one device but not another
Microsoft accounts are mixed, duplicated, or unclear
Email delivery issues (SPF, DKIM, DMARC)
GoDaddy or reseller-created tenants
Inconsistent Teams / OneDrive behavior
Admin access confusion
New hires can’t get productive fast
Senior-level Microsoft 365 expertise
No full-time hire
No MSP contract
No fluff
You get clean setup, clear answers, and systems that work.
Remote support for desktops, laptops, and phones
Time tracked in 15-minute increments
No retainers
No long-term contracts
Hourly, prepaid blocks, or scoped projects
You’re scaling and systems are starting to crack
Outlook and email reliability matters now
Security questions are coming up
You inherited a Microsoft 365 setup you don’t trust
At some point you will outgrow my tech services but I doing offer Fractional CTO services for clients who want me to help manage their IT and vendors. Leave the helpdesk for those that manage the computers and 365 accounts.
If want to talk about your startup or just have a chat, I offer 10 min consults and you can get in contact using the form below. No sales pitch, no 1-hour meeting to figure it out. 10 min is my average sales consulting call.
If 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
This is a known issue and has been a trending issue for many months now. Many online articles will point you to turning off contacts in the sync settings but for my clients, that wasn’t a good option as they need their contacts to be viewed everywhere.
Not a favorite solution for hard core Outlook Classic desktop lovers, but moving to New Outlook works and my client was good with that switch. It’s not easy to tell a client (or you if you are reading this) that the sync software is not fixable. I have tried to get them working again with many clients and from what I know as of Jan 17, 2026, it’s not fixable quite yet.
If you need my help, please use the form below. Moving to New Outlook should be simple but some folks need some data set up or migrated.
