I have run into this on occasion with a remote email server that will not respond to a ping, the solution I have used many times is to install MSL with no blades or licensing and just use it as email relay server... Setup the email settings in MSL then point the 3300 to email to the MSL server. Not very "clean" since it requires another server, unless you can virtualize it, but I have an old version of MSL 7 or 8 that works with very low hardware requirements (last implementation was on an old Intel Core 2 Duo machine with an 80GB hard drive).