Rachel,
I would recommend reading this book Answering Jewish Objections to Jesus, link here:
https://www.amazon.com/Answering-Jew.../dp/080106063X
Also, if you have a specific question, you could email Dr. Michael Brown, as he is a Pentecostal Jew and has written many books and he most likely could tell you exactly how to answer the objections this man at work has to Jesus.
Dr. Brown also has a website
https://askdrbrown.org/ and you might be able to search it as well to find an answer to your question, or any other questions this coworker might bring to you
Blessings and I hope this helps
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