Thank you to all who replied to this. For some reason, gmail seems to have misplaced some of the replies (which I read, but can no longer find). Anyway, setting the SMART_HOST, and installing sendmail-cf, solved my problem. I should have thought about using SMART_HOST to configure my box to just forward through the company's SMTP server, but I had monkey-mind and was fixated on just trying to figure out how to convince sendmail to use a specific IP address for mycompany.com instead of looking up the MX record for it. Thanks again. --wpd