I use outlook for work and personal email but i use two different
accounts to send/recive email. I have run into the problem of
sometimes mistakenly using my personal account to send work emails.

So my question is:

Is it possible to specify that addresses that meet a certain criteria
be send using a certain account. Say an email to will be
sent using my gmail account whereas a email to will be
sent using a yahoo account?

Any help/suggestions would really be appreciated!

Cheers

-Gaiko