Need to email multiple contacts associated with a deal

We sell to schools, so the main buyer will be the contact associated with the deal, but all the teachers are the end users who I have listed as contact roles on each deal. We cannot figure out how to email all the end users for a deal. They need to know when their account is renewed and receive check in emails etc. Ideally I would like to edit a field in the deal that will trigger a workflow to auto send emails to them over a period of time. Any help would be appreciated. If coding is required - I am not a developer, so you will have to spell it out step by step for me ;-)

I would prefer to use the existing contact roles in Deals, but i can also use a multi-lookup field too, if the solution is easier with this.

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