Tech Streamlining Support: Calendar Focus (Outlook for Mac)

Soloprenuer Coach in need of tech support to clean up my calendar system! I use Outlook for mac, have an iphone, and three business email addresses. My calendars aren't syncing on my desktop and on my iphone. This job entails 2 parts: 1) Clean up and sync my calendar correctly (i.e. make my devices "talk" to each other) and 2) Ensuring that all is running smoothly so I can set up an Acuity/other calendar system for online bookings. This is likely a fairly basic project for someone with this skillset. Freelancers who are kind, patient and respectful re tech not being a strong suit of mine are deeply appreciated - thanks!