“Have 2019 Home & Student purchased 2020; I was told I could purchase Outlook as an add-on. What happens if I purchase Office 365 for one year to clean up my Outlook files and then not renew. Will I B able to go back to 2019 Home & Student?”
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Call Microsoft. They have answered questions for me on multiple releases. I purchased Office 365 and license automatically updated on all devices based on my email address in account. Not sure if you could go back.
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