Often times my sendmail MTA can't deliver large emails (15+ megs) to a receiving MTA. Here's an example of what the log says when the attempt fails:
Aug 11 14:45:18 mail sm-mta[31009]: q76M18iZ014587: to=<vran2@unitedfresh.org>, delay=4+23:44:10, xdelay=00:21:57, mailer=esmtp, pri=28052803...
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