It could be getting caught in spam folders for one of a few reasons. 1 is if there are too many links in an email it is often marked as spam. So if you're using a signature with links in it and then linking in the email a few times, that sometimes trips the spam filters. If you're sending the estimate/quote as an attachment and it's a .doc file or .xls file or something that can sometimes trip spam filters as they can contain malicious code. What I do to get around that is save the file as a PDF. PDF's can get scanned easier than .doc files, and also can't run malicious code so easily either. So they're more trusted. Unusual wording can often trigger spam filters too. So any quote with half a dozen
tile related brand names in them might get caught just due to it thinking you're selling pharmaceuticals or whatever.
What I'd consider doing just to make sure customers are getting quotes is send them by snailmail. I know it's going back to the dark ages but at least you can guarantee that they'll get them and have a hard copy lying around to remind them to get back in touch with you.
You could get your customers to add you to their 'safe' or 'white' list. Though guaranteeing they actually do add you and know how to might be hard, and out of your hands so perhaps not the best solution.
Hotmail just sucks though. If you have gone into a junk folder in several different hotmail accounts, you could find all your emails to hotmail now go into junk folders, as customers are not unmarking them as junk so hotmail thinks 'oh it must be junk then if nobody is unmarking it so we'll keep adding them to junk folders' type thing.
We had an issue with AOL once. A few people out of 20,000 email accounts we emailed had AOL email addresses, and one of them marked the email as junk not knowing it was from the forum and not actually junk, so AOL blocked our domain name, which meant new registrations from people with AOL accounts were not getting the activation emails sent to them so that they could verify their accounts. Took a while to find a work around, and eventually we got white listed and trusted with AOL.
Could you send me an example quote to
[email protected]? I might be able to spot why it's being marked as spam. Please don't send any actual customer details to me though. Just mock one up for me and send it over and I'll take a look at it for you.
Also - what email account are you using to send the emails? Is that a hotmail account too?