How to send from Hotmail with a different from address

When you add POP3 Accounts in gmail it checks them periodically. If I am receiving mail frequently (based on the last checks gmail made) it might check every 20 minutes otherwise it might check once an hour.

You can manually request gmail to check your accounts by going to Settings > Accounts and Import > scroll down to "Check mail using POP3" > then click on "Check Mail Now"

Hotmail can be bruteforced. And CAPTCHA is always being improved because it's always being broken. Also, sometimes companies have vulnerabilities they don't know about or don't acknowledge, etc. Basically what I'm trying to say is, even if you are very safe on the internet (as it sounds you are), your account can still be hacked.

One thing, however, many people over look is when and where they log into their accounts. It is best not to log into email and Facebook in places like the Apple store, on a Starbucks or McDonalds network, etc, as those computers and networks are "out in the open". As we saw with Sony recently, sometimes the big company won't even encrypt sensitive data before it starts sending it through the air. NEVER log into bank accounts from a public network.

Your account can also be compromised by someone cracking the password reset questions you set. Someone can use the forgotten password link to view these questions. If they are easy to guess or ones with common answers you are leaving your account wide open.

Notify your friends that you have been hacked, using Bcc. Notify Hotmail support. And probably, you will have to make a new account.