Hi Mark,
Thanks for reaching out to us about this.
In regards to multi-user notification, you would need to set up two schedules and have them both present on the intended level of the escalation policy. We have more detailed information about this here.
In regards to notifying the primary multiple times before the secondary, this is not currently possible. I’ll be happy to submit this as a feature request on your behalf however!
If you have any further issues or questions, would you be able to reach out to support@pagerduty.com with a link to an example schedule in your account that you currently have set up?
We’ll be happy to look into this for you and offer some advice.
Hope this helps and let me know if you have any other questions!