I need my emails to have ZERO percent chance of being flagged as SPAM

I suspect my email may be flagged as SPAM and need to understand if so, and how to fix it.

I use a CRM call PipeDrive. This has two ways of tracking emails...

1) When the recipient has viewed the email, I get an alert.

2) In the case the email also contained a web URL, I get an alert when that URL has been clicked.

3) I also use an email signature as an image file, hosted by a web development company of mine.

 
Did I describe anything that makes my emails SPAMMY?

I see huge swaths of emails I sent that never got opened, but more directly, a customer I spoke with today had not gotten my emails.

When I sent a bare bones email, it got through.

Is have an image file (my signature) in the body of the email a red flag for SPAM filters?

What about the tracking mechanism for:
1) email's been read
2) the URL's been clicked.

Thanks.
newbiewebSr. Software EngineerAsked:
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Olgierd UngehojerSenior Network AdministratorCommented:
Here is google article about SPAM and bulk emails delivery.
https://support.google.com/mail/answer/81126?hl=en
Check it first because the most system follows this guidelines.

To track emails you will need some server software what can collect logs and analyzer.
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Dave BaldwinFixer of ProblemsCommented:
I need my emails to have ZERO percent chance of being flagged as SPAM
Not possible.  By definition, SPAM is unwanted email and the recipient gets to decide what that is, not the sender.  Even the tracking methods are up to the recipient, not the sender.  When people send me emails with a 'return receipt requested', the key word is requested.  I usually say no to it.  When senders use images to track openings, the images can be blocked by the recipient.  Almost ALL of it is the recipient's choice, not the senders.
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newbiewebSr. Software EngineerAuthor Commented:
So, when I use PipeDrive CRM to track who opened my emails, there is an image attachment added by PipeDrive?

I mentioned image in the question since my signature is an image.

Shall I find a simpler way for a text based, more basic looking signature?
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Dave BaldwinFixer of ProblemsCommented:
there is an image attachment added by PipeDrive?
Almost certainly.  Every service I've used or received an email from does that.  Any remote image is initially blocked by almost every email client until the recipient Oks it.  But text is more likely to go thru.
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Dave BaldwinFixer of ProblemsCommented:
By the way, you should often send an email to yourself thru that service to see what is being sent.
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newbiewebSr. Software EngineerAuthor Commented:
So, an email I send from:

1) PipeDrive with tracking ON

2) any email client with a signature made up from an image

has a bigger chance of being flagged as SPAM?

1 and 2 are true?
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newbiewebSr. Software EngineerAuthor Commented:
Can I assume #1 and #2 are true above?

Lastly, I have seen some emails coming through with a signature image file as a DropBox attachment.

Is this a safer route regarding getting flagged as SPAM?
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Dave BaldwinFixer of ProblemsCommented:
Since attachments are always suspect, I can't see how Dropbox would be any better.
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newbiewebSr. Software EngineerAuthor Commented:
thanks
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newbiewebSr. Software EngineerAuthor Commented:
thanks
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Dave BaldwinFixer of ProblemsCommented:
You're welcome.
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