It is very easy for me, as I'm not technical at all! As long it works when you use your email address from jumpsend (or any other sender) then there should be no problems with sending mails out of this platform either by yourself or even automatically via an autoresponder like mailchimp etc., but please make sure that they support SMTP authentication if possible otherwise some providers might block access after too many failed attempts which would mean less than perfect results in my opinion? This was just one thing we had difficulties finding somewhere else so far - maybe because our needs are rather simple :) The customer service team really helped us solving most stuff though since day 1 till now without ever giving up hope nor letting go easily ;) Their prices seem fair enough compared what others charge nowadays although still relatively high considering how much services cost these days :).
For example using them means having someone always available 24/7 who.