I was paying for some of my Yeshivah tuition from my own pocket. I recently heard that I might have been able to use Maaser to pay for my own Jewish education (since my parents weren’t paying for it). Can I count the payments that I made as Maaser retroactively?

Payments that were made cannot be considered Maaser if they were made from non-Maaser money. As to using Maaser for personal education — this is highly debatable. A solution would…

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