1. Enable IMAP/SMTP in Gmail Settings 2. Use App Password (if 2-Step Verification is enabled) If you use 2-Step Verification in Gmail: Without this, Gmail will reject access attempts even if the password is correct. 3. SMTP & IMAP Settings for Gmail Make sure these settings are correct in Outlook:…
Category: Exchange
Outlook keeps popping up asking for a password and not accepting it (Part-2)
Let’s go deeper. I’ll break this down into root cause areas with advanced diagnostics and fixes tailored for Outlook password prompt loops. 🧠 DEEP DIVE: Outlook Keeps Asking for Password – Advanced Fixes 🧱 1. Autodiscover + Authentication Flow Breakdown Outlook uses Autodiscover to locate and configure the mailbox. Any…
Outlook keeps popping up asking for a password and not accepting it
🔧 Basic Troubleshooting 🧹 Clear Cached Credentials Windows Mac 🔁 Remove & Re-add the Account If clearing credentials doesn’t work: 🧪 Safe Mode Test Run Outlook in safe mode to rule out add-ins: bashCopyEditPress `Win + R` → type `outlook /safe` → Enter If it works fine here, disable add-ins…
Comparison Matrix O365 Enterprise Plan
Here’s a clean feature comparison matrix of the Microsoft 365 Enterprise plans — E1, E3, E5, and F3 — as of 2025. This helps quickly visualize the capabilities across plans: ✅ Microsoft 365 Enterprise Feature Comparison Category F3 E1 E3 E5 Core Apps & Services Web & Mobile Office Apps…
Configure Outlook with Gmail
tep 1: Enable IMAP in Gmail Step 2: Generate an App Password (For 2FA Accounts) If your Gmail account has 2-Step Verification enabled, you must generate an App Password: Step 3: Configure Outlook Step 4: Test and Verify
Microsoft 365 (O365)
In Microsoft 365 (O365), managing email attachment behavior for roaming users depends on policies set through Microsoft Purview, Intune, Group Policy, and Exchange Online settings. Here are the key aspects of managing roaming profile policies for email attachments: 1. OneDrive for Business as Default Save Location 2. Outlook Cached Mode…
Migrating from an on-premises Exchange Server to Office 365 (Microsoft 365)
Step 1: Plan Your Migration Assess Your Current Environment Choose a Migration Strategy There are three main migration types: Step 2: Prepare for Migration 1. Verify Domain Ownership in Microsoft 365 2. Set Up Directory Synchronization (If Required) 3. Assign Licenses in Office 365 Step 3: Perform the Migration 1….