How Does Low Volume Affect (esp. live.com) Email Deliverability?
Solution 1:
I would recommend using a free 3rd party ESP, as they take extra steps to ensure abuse handled and monitored they have a higher reputation with receivers.
Personally I like MandrillApp which you could easily use for free, there are many others, be sure to avoid ESP's that use purchased Lists, and Word to the Wise has some other great suggestions as well!