Mail 8.2 Sending Messages from Wrong Email Account

This has been happening more often than not lately on the Mail 8.2 app. It's driving me crazy, and really messing up my business since I have a professional email (using Outlook) and a personal email (Gmail).
Both email accounts are setup on my Mac Mail. What has been happening is that when I write an email with my professional email (Outlook) and hit send everything seems fine and it will send (like it should!). It shows up in my sent messages in the Mac Mail app under my Outlook account and everything, great!... Oh, but the thing is, it doesn't really send from my Outlook account.
When I log into my Outlook account on my web browser, the email is not shown to have been sent. But, When I log into my Gmail account on the web... What?! There is the message in my Gmail sent folder! How??? It has my signature from my Outlook account and everything. To add to the strangeness, when I look at my Mail app on my iPhone, it says that the email was sent from my Gmail, and not my Outlook...
So, Mail on my Mac says sent from intended email account (Outlook), but in reality it somehow gets magically sent from my personal Gmail account... and shows up on the webpages and my iPhone as sent form Gmail... This doesn't happen every time. Just when Mail feels like it I guess, HA!
This is frustrating. Since it doesn't happen all the time, I never know if people are getting my emails, but I finally got the fluke to happen with a friend. Voila, in fact when this happens even though it's being sent in Mail though my Outlook account, my friend receives the email from my Gmail account with my Outlook signature...
What is going on? Is anyone else having this issue?
I need my personal and professional messages synced to my iPhone and Mac, or I would just say good riddance to the Mac Mail app.
I will just have to start sending my professional messages form the Outlook webpage until this is fixed. This is really unprofessional Apple. I never had this issue prior to Yosemite.
Hope this made since, it's the best I can make of it.
Thanks!

From the Mail menu bar, select
          Mail ▹ Preferences...
The Mail preference dialog opens. Select the Composing tab from the row of icons at the top. From the menu labeled
          Send new messages from:
choose
          Account of selected mailbox
Note that this setting may have no effect if you start a new message while a VIP or smart mailbox is selected in the mailbox list. Those are saved searches, not actual mailboxes.
If the problem remains, select the Accounts tab in the preference dialog, then select the affected account in the list on the left.
In the Account Information pane, select the correct server in the menu labeled
          Outgoing Mail Server (SMTP)
If there's only one server in the menu, select
          Edit SMTP Server List...
and add a new server with the correct settings. If you're not sure how to do that, try the Mail Settings Lookup.
Another possibility is that the wrong card in your address book is selected as yours. Select your card in the Contacts application. Then select
          Card ▹ Make This My Card
from the menu bar.

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