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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iCloud for Windows not synching with New Outlook

| April 29, 2026

iCloud for Windows not synching with New Outlook

If you have iCloud for Windows set up in New Outlook, you might notice a synching delay. I just helped a client who called me back to let me know about this. I told him that iCloud on the browser and phone update automatically but there might be a delay for New Outlook to sync up. There are no options that I know of to sync it faster, so expect up to 15 minutes.

I’m not sure if this is typical as I have helped many people with iCloud and New Outlook and no one else has reported this delay, but it could be a recent change so that’s why I created this post.

If you need help with connecting your iCloud for Windows with Outlook Classic or New Outlook, please use the form below to get in contact.

 

Current Requests

| April 28, 2026

Hi Folks, thanks for checking out my current requests page. This is for the. Many of these calls were 1-3 calls and some went over an hour or got moved to project mode (migrations, email moving, etc)

 

Week of May 4 to May 8th

  1. Moving PST to Exchange
  2. setup 365 new tenant for client
  3. PST management with ACT
  4. Gmail connected to 365 apps
  5. Hotmail could not login with password
  6. Outlook sluggish, cache was not turned on, created new profileSetup 2FA for user with Box

 

Week of April 27 to May 1

  1. Outlook 2010 + PST files + OneDrive = disaster
    1. Client on 2010, his hard drive was out of space so he put the PST’s in OneDrive and now Outlook doesn’t love that location. Hired me to reconfigure.
  2. New employee setup on a personal Windows profile
    1. Client buys computer off the shelf (Best Buy, Amazon, etc) like most of us small businesses, has to have a Windows personal account, so I help set up the 365 Business apps and configure Outlook and SharePoint
  3. Hosted Exchange migration to Microsoft 365
    1. Client requested a migration from the hosted Exchange, I’ll migrate the data to 365 Exchange
  4. 99GB mailbox hitting limits
    1. Once you hit 99 gigs and your inplace archive is acting sluggish, it’s time for power players to get a 2nd mailbox. Will migrate data
  5. Too much email, needed a 2nd mailbox
    1. Another client with a similar issues
  6. MFA lockouts (within 48 hours!)
    1. Client could not log into 365 Admin as he replaced his phone, put in a call to Microsoft Data Protection, got back into his account in less than 48 hours
  7. iCloud + ARM processor compatibility issues
    1. Outlook Classic with ARM processors just don’t play together anymore, set client up on New Outlook and it worked great!
  8. Outlook sync errors on Mac
    1. Client had months of sync errors in Outlook on the Mac. Found the file that was stuck, deleted off server.
  9. Carbonite overcharges
    1. Client was overbilled, help assist with getting a refund. Loyal long term client.
  10. Domain transition & data migration
    1. Client is leaving one company and I am assisting with migrating to a new 365 account
  11. Outlook.com to Microsoft 365 Business migration
    1. Client was using Outlook.com for business, set up a new domain and am migrating Outlook.com data over
  12. “Missing emails” found in Deletions folder
    1. Client was missing critical emails, found in OWA search in a new folder called “Deletions”, recovered all and he put the emails back in the folders.
  13. Outlook search not working
    1. Use cached Exchange Mode was not set, told client to have IT create a new profile and use cached mode for better search results.
  14. Purchased EP2 for a client and verified inplace archive
    1. Client needed more than 50 gigs
  15. Helped a client setup POP with yahoo that was once at comcast
    1. App password was required but the server settings were wrong.
  16. Helped a client with a new email account, decided to migrate to exchange
    1. After discussing some sharing needs, client chose to move to Exchange
  17. icloud slow to sync, takes 15 min apparently
    1. This is something I could fix, it’s how New Outlook works
  18. IMAP not synching folders from online to Outlook, Outlook to online is fine, will investigate this, not typical.
    1. In progress
  19. Hosted Exchange to 365 Exchange project
    1. Migrated data/full migration project
  20. Gmail is duplicating between two mailboxes
    1. Researching now
  21. 2 PST in use, client wanted them combined and setup to use with ACT
    1. I copied the data out of one and then changed email delivery
  22. New Computer Set up
    1. Prepped new PC for data
  23. Exchange added calendars from all user accounts a calendar to admin’s calendar
    1. Researching
  24. Set up IMAP and added a PST for searching/helped with phone set up
  25. User added the 99 gigs, will go through all the PST files on a new computer and migrate to Exchange

Outlook Exchange Configuration Consultant

| April 28, 2026

Outlook Exchange Configuration Consultant

I’m Lisa Hendrickson and I help clients around the US with their small business and Microsoft 365 accounts. As an Outlook Exchange Configuration Consultant, I bring deep, hands-on expertise in designing, configuring, and troubleshooting Microsoft Outlook and Exchange environments for small businesses and professionals who rely on email to run their operations. I specialize in resolving the real-world issues that disrupt productivity, misconfigured accounts, authentication problems, profile corruption, syncing failures across devices, and the constant confusion between POP, IMAP, and Exchange setups. I help clients transition from legacy configurations into properly structured Microsoft 365 and Exchange Online environments, ensuring mail flow, calendars, contacts, and shared resources work seamlessly.

My work often includes cleaning up years of fragmented data, repairing broken PST files, resolving send/receive errors, fixing Outlook search issues, and untangling complex multi-account setups that mix personal and business identities. I also handle the critical backend pieces: DNS records like SPF, DKIM, and DMARC, mailbox permissions, shared mailbox access, and tenant-level configurations, so email is not only functional, but secure and reliable. Whether it’s a full Exchange migration, stabilizing a problematic Outlook profile, or helping a client finally understand how their email system is supposed to work, I bridge the gap between technical complexity and practical, usable solutions.

If you want to talk about how I can help, please use the form below to get in contact.

Small Business Microsoft 365 Consultant

| April 27, 2026

Small Business Microsoft 365 Consultant

I’m Lisa Hendrickson and I help clients around the US with their small business and Microsoft 365 accounts. My core business is helping with Outlook but actually, 50% of those calls are helping with 365 Administration. As a Small Business Microsoft 365 Consultant, I specialize in helping very small businesses, typically solo owners up to teams of 10 employees get Microsoft 365 set up correctly and running smoothly. I guide you through purchasing decisions, choosing the right license options (so you’re not overpaying or underpowered), and setting up your Microsoft 365 tenant the right way from the start.

I handle domain and DNS changes, including SPF, DKIM, and DMARC configuration, to ensure your email is delivered properly and securely. I also manage email migrations from POP, IMAP, Google Workspace, or other platforms, making sure your data comes over cleanly without the usual chaos small businesses run into.

Beyond setup, I configure Outlook, set up Microsoft Teams for collaboration, and implement MFA and security best practices to protect your accounts. My work doesn’t stop at go-live, I provide follow-up support to troubleshoot issues, answer questions, and help you adapt as your business grows.

My focus is simple: take the confusion out of Microsoft 365 for small business owners who are doing it themselves, and give you a clean, reliable setup without long contracts or unnecessary complexity.

If you want to talk about how I can help, please use the form below to get in contact.

Outlook PST Expert

| April 27, 2026

Outlook PST Expert

I’m Lisa Hendrickson and folks hire me to help with complicated Outlook PST issues. As a Microsoft Outlook Expert with nearly 30 years of hands-on experience, I specialize in repairing, organizing, and managing PST (Personal Storage Table) files for individuals and small businesses. I help clients dealing with over-limit PST files, broken or corrupted data files, slow Outlook performance, missing emails, and years of unmanaged archives spread across multiple devices. My services include PST repair, cleanup and organization, splitting and merging oversized files, recovering damaged or inaccessible PST data, and resolving issues caused by files that exceed recommended size limits. I also handle importing PST files into Microsoft 365 and Exchange Online, and transitioning “This Computer Only” data into a properly configured server-based environment.

For users coming from POP and IMAP setups, I ensure all historical email, contacts, and calendar data stored in PST files is preserved, organized, and accessible in the new system. Whether your PST file is over limit, broken, won’t open, or simply out of control, I provide clear, efficient solutions to protect your data and get Outlook running smoothly again.

Use the form below to get in contact, I offer a free 10 min consult to review your project and offer a soft quote.