Outlook gurus! Can I set it to schedule emails with attachments?

Here is my scenario:

* every night at 12:30am a process runs on a VM that generates a log file
* process rarely takes over 30 minutes and the logfile name is the same (overwritten). let's say c:/logs/dailyupdate.txt

can i set up outlook via rules to simply send an email to a group of people at say, 2am every night that also picks up the updated file?

i haven't messed around with the rules yet so this may be easier than i'm making it but was curious if someone else had done anything like this before. the outlook 2016 app stays open on that machine and i'm the only one with access.

any security risks? Thanks!