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I need to run sudo mount -a after boot since auto mount of the share doesn't happen as needed (/etc/fstab contains the right code for that ).
sudo mount -a
How can I do this on Jessie Pixel?
Write a systemd or init service that does what you want.
you can also use cron by running:
sudo crontab -e
Don't forget to chmod the script (chmod 744). This should run your script once after reboot.
Answered in another thread.
I is all about timing