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What If You’ve Been Dating All Wrong?

Date Differently is a straight-talking, faith-filled guide for Catholic men who are tired of confusion, passivity, and emotional frustration in relationships. This isn’t a feel-good self-help book — it’s a challenge to step up, lead with virtue, and pursue dating with purpose and masculine clarity.

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You’ll Learn How To:

  • Stop falling into the “Nice Guy” trap

  • Understand what women are actually attracted to

  • Break free from fear, indecision, and bad habits

  • Discern relationships without losing your identity

  • Build a dating life rooted in faith, strength, and vision

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Meet James Dooley

James Dooley is a Catholic theology teacher, strength coach, and former Jesuit seminarian based in Miami. After years of mentoring young men through schools, Bible studies, and prison ministry, he recognized a deeper issue: most Catholic men were never taught how to date well. Date Differently was born out of that need.

 

James studied philosophy at the College of the Holy Cross and earned a master’s degree in education from the University of Notre Dame. He is a Certified Strength and Conditioning Specialist (CSCS) and brings together years of experience in spiritual formation, personal coaching, and Catholic masculinity. His work bridges the gap between John Paul II’s Theology of the Body and the real-world challenges men face in modern relationships. He’s also a proud husband-to-be, passionate about helping men date with clarity, confidence, and virtue.

“I wrote this book because too many good Catholic men are stuck — and they deserve a better path forward.”

Get the Bonus Tools Inside the Book

Sign up below to receive The Great Cake Assessment — a self-check tool to help you evaluate your dating life — plus other exclusive resources for Catholic men who want to date differently.

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What Catholic Men Are Saying

“I had no clue how much I was holding myself back in dating until I read this. Finally, a book that speaks directly to Catholic guys without watering it down.”

— Andrew M., 24 | College Student

“This book gave me the language and clarity I’ve needed for years. I’m dating with confidence now — and with purpose.”

— Chris D., 31 | Software Engineer

“As a Catholic school teacher and mentor to young men, I’ve been waiting for a book like this. It’s real, it’s faithful, and it gets to the point.”

— Mr. Lopez, 11th Grade Theology Teacher

“It’s Theology of the Body meets reality. James balances faith, psychology, and personal grit in a way men can actually use.”

— Fr. Dan R., Chaplain

“How Has Date Differently Helped You?”

“How would you describe yourself?” (e.g., reader, teacher, parent, priest)

Contact James

Have a question, want to bring Date Differently to your school or parish, or just want to share your story? I’d love to hear from you.

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© 2025 James Dooley.  All rights reserved.

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