Outlook & Email Help
Outlook can be tricky. These guides help you fix the most frustrating Outlook problems like stuck emails, sync issues, and attachment errors.
Popular Guides
What to Do When Your Computer Won't Turn On
Computer won't start? Follow these simple troubleshooting steps that fix the problem 60% of the time, or call us for same-day help in western CT.
Read Guide âQuickBooks Running Slow? 7 Fixes That Actually Work
QuickBooks running slow? Try these 7 proven fixes that work for Connecticut small businesses. Most take less than 10 minutes.
Read Guide âSwitching from PC to Mac: What Small Business Owners Should Know
Thinking about switching your small business from PC to Mac? Here's what Connecticut business owners need to know before making the move.
Read Guide âAll Outlook & Email Help Guides
Has Your Computer Been Hacked? A Simple Checklist
Think your computer's been hacked? Follow this simple checklist to identify the warning signs and protect yourself from identity theft.
Phishing Scams in 2026: How to Spot and Avoid Them
Connecticut residents are losing thousands to phishing scams. Learn the warning signs and protect yourself from fake Eversource bills and Medicare fraud.
How to Video Call Your Grandkids: FaceTime vs Zoom for Seniors
Here in western Connecticutâfrom Litchfield County down through Fairfield and New Havenâwe've helped hundreds of grandparents set up video cal...
What to Do If Your Email Gets Hacked (Step-by-Step Recovery)
Discovered your email was hacked? Follow these clear steps to secure your account and protect your banking, healthcare, and personal information.
Simplifying Your iPhone for Seniors: 10 Essential Settings
Here at Chapin Business Services, we help seniors throughout Litchfield, Fairfield, and New Haven counties make their iPhones easier to use. W...
iPhone Storage Full? How to Free Up Space Without Deleting Photos
Your iPhone storage is full of Connecticut memories. Learn how to free up space without losing a single photo from Lake Waramaug or Lighthouse Point.
Setting Up a Home Office in a Small Space: Tech Essentials Under $500
Whether you're working from your dining room table in Southbury or converting a spare bedroom in Litchfield County, you can set up a productiv...
MacBook Running Hot and Loud? 5 Ways to Fix It
Is your MacBook overheating and sounding like a jet engine? Here are 5 practical fixes you can try at home before calling for help.
Best Printers for Home Offices (And How to Fix Common Problems)
If you work from home in western Connecticutâwhether you're in Litchfield County, Fairfield County, or over in New Haven Countyâyou know that a good p...
Record and transcribe audio in Notes on iPhone
You can record audio and have the spoken words transcribed in a note.
Use the Tips app on iPhone
View collections of tips in the Tips app that help you get the most from your iPhone. You can also get notifications every once in a while so you can keep learning new things over time.
How to Back Up Your Business Data: A Complete Guide
Here in western Connecticutâwhether you're in Litchfield, Fairfield, or New Haven Countyâwe've helped hundreds of small business owners recove...
Microsoft 365 for Small Businesses: Setup and Best Practices
Here in western Connecticutâfrom Litchfield County down through Fairfield and New Haven countiesâwe help dozens of small businesses get set up...
Password Managers for Families: Which One Is Best?
Here in western Connecticutâfrom Litchfield County down through Fairfield and New Haven countiesâwe help families every day who are tired of r...
Computer Frozen? How to Recover Without Losing Your Work
Your computer froze with unsaved work? Don't panic. These simple steps can help you recover everything before you lose hours of progress.
Should You Upgrade to Windows 11 in 2026?
Windows 10 support ends October 2025. Here's what Connecticut residents need to know about upgrading to Windows 11 and keeping your computer secure.
Apple Watch Not Syncing with iPhone? Troubleshooting Guide
Here at Chapin Business Services, we help families throughout Litchfield, Fairfield, and New Haven counties get their Apple devices working to...
Outlook keeps typing in CAPITALS when composing a new email
To resolve this issue open Outlook and go to New Mail. At the bottom of the left corner you will see Options. Click Options, then Mail and finally click the button for Stationary and Fonts. There y
5 ways your phone can work harder for you
If youâre frequently typing your email address, home address, or the same greeting, you can save time by using built-in text shortcuts.
How to Connect Streaming Services to Your TV (Netflix, Hulu, Disney+)
Here in western Connecticutâfrom Litchfield County down through Fairfield and New Haven countiesâwe get calls every week from folks who want to watch...
QuickBooks Closes Immediately: Complete Troubleshooting Guide
QuickBooks is an essential business accounting software that many companies rely on for daily financial operations. However, when the program suddenly closes immediately after opening or when trying t
QuickBooks Closes Immediately, Part 2: Advanced Solutions for Persistent Issues
While the first part of our QuickBooks troubleshooting guide covered the basic solutions using QuickBooks Tool Hub, some users experience more persistent closing issues that require additional trouble
Outlook vs Gmail: How to Fix Sending Issues and Email Authentication Problems
Email communication is essential for modern business operations, and many users rely on Microsoft Outlook to manage their Gmail accounts. However, when Outlook suddenly stops sending emails while stil
Outlook Errors: How to Fix PST File Access Issues and Email Problems
Microsoft Outlook is a critical business communication tool that many organizations rely on for daily email operations. However, when Outlook encounters errors preventing access to your email data, it
Google Photos: Complete Guide to Cloud Photo Management and Organization
Google Photos has revolutionized the way we store, organize, and share our digital memories. Far more than a simple photo repository, this powerful cloud-based service offers comprehensive photo manag
How to Stay Incognito When Making Calls: Complete Privacy Guide
In today’s connected world, maintaining privacy when making phone calls has become increasingly important. Whether you’re calling a business contact, making a private call, or simply want
iPhone & Android Cleanup and Tune Up: Complete Maintenance Guide
Regular maintenance is essential for keeping your smartphone running smoothly and efficiently. Over time, phones accumulate dust, unused apps, cached data, and outdated software that can slow down per
Cell Phone Quick Tips: Essential Features and Troubleshooting Guide
Your cell phone is packed with useful features and capabilities that can make your daily life easier and more efficient. From read receipts to email management and data backup, understanding these fea
How to Find and Manage All Your Online Accounts Linked to Your Email: Complete Security Guide
It is not unusual for people to have dozens of online accounts, ranging from frequently used services to one-time sign-ups that are easily forgotten. With the increase of data breaches, it has become
How to Use Facebook’s Privacy Checkup to Secure Your Profile: Complete Security Guide
In today’s digital world, protecting your personal information on social media platforms is more important than ever. Facebook’s Privacy Checkup tool provides a comprehensive way to review
How to Teach Your iPhone or iPad to Recognize People’s Faces in the Photos App: Complete Guide
Organizing one’s photos by date or occasion is by far the most common methodology in photography. More than ever with iOS, Apple is trying to alleviate the issues outlined above by giving promin
How to Use Gmail’s Bulk Unsubscribe Feature: Complete Guide for Web, Android, and iOS
Are you drowning in promotional emails? Google has just made it easier than ever to regain control of your inbox with Gmail’s new Manage Subscriptions tool. This powerful feature allows you to u
6 Ways to Speed Up Email & Downloads on Your Phone: Complete Performance Guide
Slow email loading and sluggish downloads can be incredibly frustrating, especially when you’re trying to stay productive on the go. Whether you’re waiting for important emails to load or
Things You Can Do with an iPhone: Hidden Features and Pro Tips
Your iPhone is packed with powerful features that go far beyond making calls and sending texts. From Siri’s advanced capabilities to accessibility features and camera tricks, there are countless
Windows 11 Requirements: Complete System Requirements and Compatibility Guide
Windows 11 represents Microsoft’s most significant operating system update in years, bringing a modern interface, enhanced security features, and improved productivity tools. However, these impr
What Happens When Windows 10 Support Ends in 2025? Complete Guide to Your Options
Windows 10 is reaching the end of its official support on October 14, 2025. That means Microsoft will stop releasing new features and routine security updates for the general public. For most users, t
How to Solve Common Jitterbug Phone Issues: Complete Troubleshooting Guide
Jitterbug phones are specially designed for seniors, making them user-friendly with large buttons and a simple interface. However, like any technology, they can sometimes face issues that need trouble
How to Get Siri to Read Any Text on iPhone or iPad: Complete Setup Guide
Your iPhone and iPad have powerful built-in accessibility features that can read any text on your screen. Whether you are reviewing documents, reading long articles, or want to give your eyes a break,
Essential iPhone Tips That People Rely On: A Complete Guide to iOS Productivity
Your iPhone is packed with powerful features that can transform how you work, stay organized, and protect your privacy. While many users only scratch the surface of their device’s capabilities,
How to Maximize your Privacy; iPhone & Android settings
The âImprove Searchâ feature allows Apple to store your searches from Safari, Siri, Images, and more. If privacy is a top concern, you might want to disable this. Hereâs how to turn it off:
Fix Chrome sync issues (iPhone/Android)
If you signed out of a Google service, like Gmail, Chrome will pause sync. To turn sync back on, sign in to your Google Account:
How to speed up your slow iPhone
Restarting your iPhone helps to free up iPhone RAM, ensuring a smooth user experience.
How to stop spam text messages on iPhone
Now, when you receive a message from a sender that is not in your address book, the message will be sent to the â
How to stop the never-ending stream of spam emails
The short answer is you canât stop the spam, but you can filter it out of your life by creating Gmail filters that will help you manage email that will make your life a lot less hassled by spamaholics
4 Ways to Protect Yourself Against AI Guessing Your Passwords
The strongest passwords are at least 17 random characters. Use an automated password generator like Norton Password Generator or the Avast Random Password Generator for best results.
How to connect your iPhone & Android to use Bluetooth: A Step-by-Step Guide
Bluetooth technology is a wireless communication protocol that allows devices to communicate with each other in close proximity.
7 tips and tricks to extend iPhone battery life
Tapping the âLast 10 Daysâ toggle on the right-hand side gives you a broader look at whatâs been eating up your power.
HIDDEN IPHONE TRICKS THAT WILL MAKE LIFE EASIER
If youâre scrolling down a webpage and want to return to the top, tap the top center of your screen next to the front-facing camera. This tap will pull you back to the top. Not only can you do this on
Scanning Tip (Windows)
A great solution to many scanning issues is the Microsoft Scan App. You can download it from the MS Store or search for it online. Once downloaded, click to install the application. Then run it aft
Not getting email
If you are not getting your email as expected, there is a step to take that may resolve the issue. You can send email, but cannot figure out where the new email coming in is located. Passwords and s
Small print
All of a sudden when you go to print the result is very small print taking up less than half the page where it should have taken up the entire page. This happens online with email and offline printin
Outlook is very slow attaching files to email
This can be one of the most frustrating issues with Microsoft Outlook. Outlook is running fine but when I try to attach a file to an email the process slows to a crawl. Frustrating!
AOL Update
AOL recently updated the interface on the AOL.com site. That resulted in the mail page looking very different. If you do not want to keep the new look, you can return to the âoldâ look be taking a c
HP Printing issue
When you attempt to print to your HP printer and you are enrolled in HP Instant Ink, you get an error message that tells you there is an account issue that has to be resolved in order to continue to p
Saved Passwords on the iPhone
If you need to find your password that is saved on your iPhone the process to see those is:
iPhone data recovery/backup
If you do not use icloud, or have run out of space and do not want to pay for additional storage, you can use a utility called
iPhone data recovery/backup
If you do not use icloud, or have run out of space and do not want to pay for additional storage, you can use a utility called
Delete Old Accounts to Prevent Identity Theft
We have been using online accounts for decades now. Do you remember all the ones you signed up for? Leaving old accounts active and not in use can be a hackers dream come true. They can hack the ac
Scanning software on a Mac computer
Even Macs get viruses. Having an antivirus program makes sense. However, when you download and install one, the error message pops up stating your system is only partially protected! Why is that an
Outlook
When Outlook is being closed the program will run in the background syncing up with the email service. Doing this insures your email will be up to date and running as expected. However, sometimes wh
Cleaning Computers during the Pandemic
Yes. It is important to repeatedly clean your computer during the pandemic. How you do so is just as important.
QuickBooks Tip
Most Companies are emailing their invoices. Saves paper, good for the environment and saves money. How do we change what is pre-written in the body of the email? By default, the email message that
QuickBooks error when opening
If you still get the error, try installing the QuickBooks Tool Hub which includes the utility called Print Repair Tool, (large green button in the Hub). Google the Hub and download the file to instal
Ransomware Protection
If this has happened to you then you understand the devastation this can have on your business or home files. Ransomware gets onto your system through seemingly innocent online behavior. The virus c
Streaming Apps Stop Working
For a few days now you can only access the applications on your streaming device but not any content. For example, you open Paramount+, scroll to a series or movie, click to play but it buffers forev
Using Outlook with a third party E-Mail
For a lot of people, Outlook is the preferred software for looking at email and storing it. The format is something people like. Setting a third party email, such as Gmail, can be configured so you
Maximizing the Minimized
When you open a program it will minimize right away to the start bar and you cannot get the program to show on the screen. It just sits there, minimized!
Removing hyperlinks in Excel (2010 and later)
Excel will automatically add a hyperlink to, for example, an email address you have entered on a spreadsheet for reference. Problem is, the hyperlink is never used and if accidently ârolled overâ wil
Apple iTunes bill seems high
If you are questioning the iTunes bill there is a simple way to look at the charges right from your iPhone. There you can change your subscriptions or cancel altogether.
Email using QuickBooks
Issue: you set up QB to email invoices, estimates, etc, but it will not get past the password window even though you are certain the password is correct for your Gmail account.
QuickBooks will not open due to payroll update error
This is due to a recent payroll update that went wrong.
Ways to maximize your phone battery
Ways to maximize your phone battery
Scan to E-mail issue (HP)
When you try to scan a doc or image and send via e-mail you get an error message that there is a âserver connection error. There was a problem connecting to the server. Press Retry or Ok to exit.â
Hidden Mailboxes in Mac Mail
Not finding the mailboxes that you have meticulously organized can be frustrating. Mac Mail will allow you to
Opening attachments
One of the more frustrating things to happen online is when you try to do something that worked but now does not. A perfect example of this is opening an attachment to an email rather than downloadin
Files, Shortcuts will not open
The issue can be resolved by changing the default security settings on both the computer where the program is housed and on your system.
How to change the sensitivity of a touchpad on a laptop
When you move your hand across the touch-pad of many laptops the mouse seems to move all over. The reason may be the sensitivity level of the device is set to high. Reducing the sensitivity of the t
Outlook keeps sending my email to the Delete folder!
Every email I get ends up in the Deleted Items folder before I have a chance to read it?
Ransomware
Like the name implies, this type of virus not only encrypts and holds hostage your critical data, but also demands a ransom be paid to decrypt the infected files. Getting this virus, which comes in
Outlook: Archiving Email
If you have an extremely large pst file, exceeding 4 GB, you need to consider archiving your email. Archiving stores the emails that you may not need daily, but do not want to delete. The program wi
Outlook does not recognize the email address
You have been sending email to a particular address for a long time. Now you get an error message that reads âOutlook does not recognize the email address.â The email will not send.
Outlook:Â HTML format
When you click to respond, (reply), to an email some of the text features are not available, (greyed out). Why does that happen?
Outlook Columns
If you have a lot of email and store a lot of email in Outlook you may reference past emails often and do not want to waste time, (or clicks), resizing a column to see who sent the email, who it was s
Business Continuance
No matter the size of your business, the ability to continue doing business after a catastrophic event can be critical to the long run success of your company. Setting up a plan is simple if you foll
Outlook 2016, (Office 365)
When you open Outlook 2016 the program stays minimized and, once it does open, the restore feature, (the middle button in the upper right corner, next to the minimize button), does not work. When clic
Zoom and Screen Resolution
If you have a wide screen monitor then you understand the frustration of changing your screen resolution to get the online resolution to be larger and better able to read or to play games. For exampl
Task Scheduler Corrupt
A scheduled task is a very convenient way to get things done on a computer without having to remember to do them. Many items can be checked off the âto do listâ by simply having it listed as a schedu
Email stuck in outbox using Outlook
There are times when an email will not send and gets âstuckâ in the outbox using Outlook. Usually this is due to either a corrupt email or an attachment that is too large to send by email. In either
Outlook will not start past “Processing”
When this happens it is usually caused by an Add-In. You can disable them to resolve the problem.
MAC Scroll Bar is gone!
When you open your Mail, or any, program on a mac the ability to use the scroll bar to move up and down is not always present and it is a real pain to find and use. Can the scroll bar just remain vis
Outlook: Printing Tables / Lists
The Table View option in Outlooks Printing options allows the end user to create customized views and printable formats. The data can be displayed in a list format so that a lot of data can be seen o
Missing Date: Quick Tip
In the bottom right hand corner of the screen is the date and time. The time shows but not the date. What happened?
Getting rid of the Win10 upgrade reminder
Windows 10 has proven to be a pretty nice upgrade from Windows 7. However, if you do not want to upgrade, how do you get rid of the reminder that continually pops up near the clock? You can, and it
Creating space on an iPhone
No matter how much space you have on your iPhone, it seems not enough. You can increase your available space on the iPhone and increase personal privacy at the same time.
Windows 10 Tips – Start Menu
With over 200 million devices running Win10 it may help to know there are a several tips that can make the OS easier and more convenient. This is the first in a series of Tips that will allow the end
Adding Gmail to Outlook
Many already know you can add your Gmail account to Outlook. Doing so has many advantages that some find helpful. Setting it up can be a frustrating experience if you do not take some preliminary ste
Outlook Fonts and Styles
Choosing the correct font and font style for your email messages is important. It denotes your own personality in a way. However, the font and styles can change due to an upgrade to the Office progr
Windows Directory Statistics
Having a hard drive that is running out of space is frustrating when you do not understand how your drive filled up to begin with. There is a neat utility that is effective at showing where all the s
Google Bookmarks
While it is a good idea to go into the Settings of Chrome,
Tracking Changes in Word 2010/2013
If you have a document that needs to have comments and/or editing tracked, you can turn on that feature in Word 2010 and 2013 by clicking on the menu option Review. Look and click Track Changes, then
Windows 10 Tweaks
There are a lot of nice things about Windows 10. The interface is better than Win8 and the speed has improved at startup. Here are several items you can tweak to make the new operating system more t
Outlook Data Files
As your Outlook data file increases in size so does the risk of corruption and lost email, contacts and calendar. To see the size of the data file, go to the location of the file,
Outlook PST password recovery
When you need to import data from a backup or copy of your pst file Outlook will, at times, ask for the files password. You enter the correct password, however an error pops up stating it is the inco
LibreOffice
If you have just updated your Mac system to Yosetime, (10.10.3), and were using an older document producing program, such Apple Works, you will have to update the program to view, edit and print your
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