Hey WhiteJesus,
I had a similiar problem on an older version of Toad Data Point where there was no notification sent for jobs that did not start or never finished. So I created a job table to track scheduled jobs and made generic table update routines that update the job table when the job starts and ends. The table had the job name, job owner, expected duration, start time, frequency, status flag and last run time. Then I had a job that runs every hour that goes through the table to see if there are any jobs that did not run on schedule or is running past the expected completion time and sends an email if it finds one. You can reuse a standard block at the beginning and end of the job if you use the same variable name in each automation job to hold the job name that matches your the name in your job table. You can store that those two blocks in your Templates section at the bottom of the toolbox in automation so you can just drag and drop them into each job. This does not stop the problem but at least you get notified when there is one.