This need custom development for sure. But you are giving limited space for solutions. You can do console app in C#, this can be scheduled in Task scheduler for recurrence. This has to use fetchxml/Query expression for pulling the dataset & SDK call to send out email. But you will find lot of samples in internet. Another choice is fetchxml reports, then you can try running the report & attach as email attachment. SSRS report subscription is not possible for online environments. Custom workflow activity & recurring UI workflow can be a mess.
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