He sat in the place of honor. He preached the gospel. He cast out demons. And Judas Iscariot still walked straight into the darkest corner of hell — without ever seeing it coming.

In this episode, we dig into John 13 and Matthew 26–27 to answer a question every believer should wrestle with: what actually went wrong with Judas? It wasn't a single dramatic moment of rebellion — it was a slow, quiet hardening that looked a lot like normal Christian life right up until it didn't.

🎓 This episode is brought to you by The Master's University — 150+ fields of study built on a biblical worldview. Learn more: masters.edu/dialin (use code DIALIN to waive your application fee)

We walk through four warning signs from Judas's life that show up in ours too:

  1. Loving money — how a small compromise (pilfering the money box) became a 30-piece-of-silver betrayal
  2. A seared conscience — why sin that once kept you up at night can eventually let you sleep like a baby
  3. Rejecting the Savior's love — Jesus washed his feet and fed him bread, and Judas still walked out into the night
  4. Remorse without repentance — the crucial, often-missed difference between feeling guilty and actually turning to Christ (2 Corinthians 7:9-10)


We also contrast Judas's despair with Peter's repentance — two disciples, two failures, two radically different endings — and talk honestly about what it looks like to examine your own heart instead of pointing at someone else's.

📖 Scripture referenced: John 13:21-30, Matthew 26:14-16 & 47-50, Matthew 27:1-5, 2 Corinthians 7:9-11, 1 Timothy 6:10

🔑 Topics covered: Judas Iscariot, betrayal of Jesus, John 13 Bible study, seared conscience, love of money, repentance vs remorse, Last Supper, Garden of Gethsemane, spiritual hardening, self-examination, expository preaching, Christian apologetics

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