Apple Mail Keeps Asking for Password – Mac Mail Crashing & Quitting Fixed

If Apple Mail keeps asking for your password or crashes unexpectedly, Keith Thomas provides urgent, on‑site fixes across London, Surrey, Hampshire, Berkshire, and Wiltshire. Same‑day Apple Support since 2010, with confidential, in‑person service. Call 07800 940756 today.

Apple Mail keeps asking for Password.

If Apple Mail keeps on asking you to enter in your password, and the password that you are entering is correct, then the best action is not to keep on trying the same password, over and over again, or to keep on trying passwords, the best action depends on which email service provider you use, one of the best ways to find out if the password that you are using or trying it the right password for your email account, is to try the password with webmail, as webmail does not have any technical settings or setup to worry about, sometimes MacOS needs a repair to resolve the problem.

You can get professional on-site help with Apple Mail keeps asking for password with Keith Thomas for on-site help with your Apple Mac Computer, and for help with Apple Mac Mail, and help with the setup and stability of Apple Mac Mail Keith Thomas is available in London, and in Surrey, Hampshire, Berkshire, Wiltshire, and also Keith Thomas can travel to Buckinghamshire, Oxfordshire with a next day service.

Mac Mail Password not working.

Is Mac Mail refusing your password on your Apple Mac computer? This is a common issue, especially after a macOS update or when the Apple Passwords ecosystem (previously called Keychain) has been switched on or off. Other causes include:

• Slow or poor internet connection
• Outdated third party Mac security software
• Rare cases of malware on macOS
• Corrupted Apple Mail data inside macOS
• OAUTH authentication problems
• Email providers making changes to their servers

You can get professional, on‑site help with Mac Mail password problems from Keith Thomas. Keith provides urgent Apple Mail support and setup assistance for iCloud Mail, Gmail, Yahoo Mail, Outlook, Hotmail, and Microsoft 365 accounts on Apple Mac computers.

Apple Mail quitting or crashing unexpectedly.

Apple Mail can start to quit or crash unexpectedly, often after a macOS software update or when a corrupted email message is loaded. If you have multiple accounts configured, diagnosing the cause can take careful, step‑by‑step troubleshooting on the Mac.

Common causes

• Slow or unstable internet connection  
• Corrupted mailbox index or message cache  
• Problem plug‑ins or outdated third party security software  
• Large mailboxes syncing across multiple accounts  
• Damaged preferences or account settings after macOS updates  
• Server authentication or OAUTH issues

Keith Thomas provides on‑site help if Apple Mail keeps quitting or crashing on your Apple Mac computer. He follows a structured diagnostic process to stabilise Apple Mail, rebuild mailboxes where needed, and restore reliable sending and receiving.

Apple Mail not sending or receiving emails.

Apple Mail can sometimes stop sending or receiving messages. This may happen after a macOS update, when account settings have changed, or if the outgoing mail server (SMTP) goes offline. In some cases, the issue is linked to mailbox syncing problems or server timeouts.

Common causes include:

• Outgoing mail account set to offline  
• Incorrect SMTP or IMAP server settings  
• Large attachments blocking the send process  
• Mailbox sync errors across multiple accounts  
• Server timeouts or provider‑side issues  
• Damaged preferences after macOS updates

Keith Thomas provides urgent, on‑site help if Apple Mail is not sending or receiving emails on your Apple Mac computer. He diagnoses account settings, restores server connections, and ensures reliable sending and receiving across iCloud, Gmail, Outlook, Hotmail, Yahoo Mail, and Microsoft 365 accounts.

Apple Mail stuck on moving messages or not connecting.

Apple Mail can sometimes get stuck when moving messages between folders or fail to connect to the mail server. This issue is less common on newer Macs but can still appear after a macOS update or when account settings are out of sync. Restarting Mail may temporarily clear the problem, but a proper fix often requires a structured approach.

Common causes include:

• Corrupted mailbox index or envelope files  
• POP or IMAP account sync errors  
• Outdated or conflicting third‑party Mac security software  
• Large mailboxes with thousands of stored messages  
• OAUTH authentication problems with providers such as Gmail or Outlook  
• Rare server‑side changes made by email hosting providers

In many cases, starting your Mac in Safe Mode can help isolate the problem and rebuild Apple Mail’s internal files. If the issue persists, Keith Thomas provides urgent, on‑site support to repair Apple Mail connection problems, restore reliable syncing, and ensure smooth sending and receiving across iCloud, Gmail, Yahoo Mail, Outlook, Hotmail, and Microsoft 365 accounts.

Microsoft Hotmail and Outlook Account problems with Mac Mail.

Microsoft Hotmail and Outlook accounts can sometimes fail to work properly in Apple Mail. The most common issues are linked to modern authentication methods such as OAUTH and two‑factor authentication (2FA). When these fail, Apple Mail may repeatedly ask for your password or refuse to connect.

In many cases, the quickest fix is to remove the account from Apple Mail and add it back again. However, this process can be risky if the account is set up as POP rather than IMAP — removing a POP account can result in permanent loss of locally stored emails without expert help.

Known problems include:

• Repeated password prompts due to OAUTH failures
• Two‑factor authentication blocking Apple Mail sign‑in
• POP accounts losing stored emails when removed and re‑added
• IMAP sync errors across multiple folders
• Server‑side changes from Microsoft affecting Outlook and Hotmail accounts
• Corrupted account preferences after macOS updates

Keith Thomas provides urgent, on‑site support for Hotmail and Outlook accounts in Apple Mail. He ensures accounts are re‑added safely, protects locally stored emails, and restores reliable sending and receiving for Microsoft 365, Outlook.com, and legacy Hotmail accounts on Apple Mac computers.

Outlook for Mac Setup and Troubleshooting.

Keith Thomas provides expert help with Outlook for Mac setup and troubleshooting on Apple Mac computers. Many users are unsure whether to use Outlook for Mac alongside Apple Mail, or how to configure accounts correctly. Common questions include whether to use the Microsoft Cloud service for Gmail setup, when to choose the Legacy version of Outlook for Mac, and how to avoid conflicts between Outlook and Apple Mail.

Known issues include:

• Incorrect choice between Microsoft Cloud and Legacy setup for Gmail  
• Confusion over whether Outlook for Mac is needed if Apple Mail is already in use  
• Storage problems on MacBook Air or Macs with limited disk space when running both Outlook and Apple Mail with the same account  
• Risk of data loss when accounts are set up with both IMAP and POP  
• Corrupted preferences or sync errors after macOS updates

Keith Thomas provides on‑site support to ensure Outlook for Mac is set up correctly, accounts are configured safely, and email works reliably across Apple Mail, Outlook, and Microsoft 365. He helps you decide whether Outlook for Mac is necessary, prevents storage conflicts, and resolves sync or authentication problems quickly.

On-site help with Apple Mail Help in London, Surrey, Hampshire, Berkshire, Wiltshire.

Since 2010, Keith Thomas has provided trusted, on‑site Apple Mac support across London, Surrey, Hampshire, Berkshire and Wiltshire. All work is carried out in person — no call centres, no outsourcing. Whether Apple Mail is asking for your password, crashing, or failing to send and receive, you can rely on urgent, same‑day help delivered directly to your home or office.

Call 07800 940756 today to book urgent Apple Mail support, or complete the online website contact form 24 hours a day.

Why clients choose Keith Thomas for on-site Apple Mac Mail Help and Support?

Established in 2010, Keith Thomas provides trusted, on‑site Apple Mac support across London, Surrey, Hampshire, Berkshire and Wiltshire. All work is carried out in person — no outsourcing, no call centres. Clients value clear explanations, urgent same‑day service, and reliable fixes for Apple Mail problems on Mac computers.

How to get on-site Help with Apple Mac Mail

To book urgent Apple Mail support, call Keith Thomas directly on 07800 940756. Since 2010, he has provided trusted, in‑person Apple Mac support across London, Surrey, Hampshire, Berkshire and Wiltshire. All work is carried out on‑site — no call centres, no outsourcing. Same‑day appointments are available for Apple Mail password problems, crashing issues, and email account setup.

Keith Thomas – Apple Support Specialist with Experience at Apple UK

Keith Thomas is an experienced Apple Support Specialist and Apple Mac Computer Engineer, established since 2010. With support knowledge gained from working at Apple Computer UK and several Apple Authorised Service Providers, Keith offers calm, expert help for Mac, iCloud, email, and Apple ID issues—delivered in person, at your home or office.

He has a wide range of Apple Mac IT support skills and is recognised as a Mac Expert and Apple iCloud Expert. Keith also provides support for iPhone and iOS devices, and has helped over 1,000 clients resolved more than 25,000+ Apple-related problems across London, Surrey, and the South of England.

Every visit is handled personally—no call centres, no remote guesswork, and no outsourced technicians. Keith’s reputation is built on accuracy, discretion, and real-world experience helping clients with setup, migration, upgrade recovery, Apple account issues, and full Apple ecosystem support.

Need Apple help?  

On‑site Apple support across the South of England — often same‑day or next‑day. All work is carried out at your home or office; no visits to my locations. Remote help may be available when my schedule allows.

Best way to reach me: Contact Keith Thomas Form — Keith Thomas will reply by email first.  

Urgent? SMS Text: or Phone: 07800 940 756 (09:30 – 20:30, 7 days a week)