So this isn't really an outlook issue, but I'm hoping that maybe someone here can help as I've been pulling my hair trying to solve this issue for the past few days.

My small business uses a Google account for out emails. We have these setup on outlook and use that for email, calendars, etc... I also have my personal gmail account on outlook. When I try to use an HTML signature through the business account the email is always sent to spam (tried sending to yahoo, hotmail, gmail, all go to spam). When I use the same signature on my personal account it works like a charm. Obviously this has something to do with the work account, but I can't for the life of me figure out what it is.

Anyone have any ideas or know where to even start figuring out this issue? Any help at all would be amazing!!!