The Self‑Esteem Trap

A new paradigm for authentic self-esteem

You are not
a scorecard.

“How good am I?” “What is the next right thing to do?”

Rabbi Moshe Don Kestenbaum
ArtScroll Series · Mesorah Publications

The Self-Esteem Trap, hardcover by Rabbi Moshe Don Kestenbaum, shown at a three-quarter angle.

Hardcover · 162 pages · ArtScroll Series

“The Self-Esteem Trap isn’t another book about feeling good about yourself. It offers an entirely new paradigm for understanding self-esteem.” David J. Lieberman, Ph.D. New York Times bestselling author

Released September 2026
ArtScroll / Mesorah
Hardcover

The Reframe

Two questions. Two very different lives.

The whole book turns on a single exchange — retiring the question that keeps confidence fragile, and asking the one that sets you free.

The Trap

“How good
am I?”

  • Turns every day into a verdict on your worth.
  • Rises and falls with success, failure, and comparison.
  • Confidence stays fragile, no matter the achievement.
  • Judges who you are.

The Path

“What is the next
right thing to do?”

  • Turns each moment into a clear, doable step.
  • Steadies you when results swing high or low.
  • Builds confidence that is durable, not fragile.
  • Masters what you do.

Inside the Book

What you will learn.

Concrete, teachable moves — not slogans — drawn from a Torah-based understanding of the self.

01

Retire the trapping question

Why “How good am I?” keeps confidence fragile, and the better question to ask instead.

02

Separate worth from performance

How to hold your inherent, unearned worth apart from the ups and downs of daily results.

03

Move to the next right action

A practical method for turning self-judgment into a single, doable step you can take now.

04

Step out of comparison

How comparison quietly erodes self-esteem, and how to leave the ranking entirely behind.

“Accept your inherent importance, stop judging who you are, and start mastering what you do.”

Rabbi Aharon Kaufman Rosh Yeshivah, Yeshiva Ateres Shmuel of Waterbury
Rabbi Moshe Don Kestenbaum, author and mechanech.
Rabbi Moshe Don Kestenbaum — mechanech, author, and speaker

On the Author

Written by a teacher, for a real life.

Rabbi Moshe Don Kestenbaum is an Orthodox Jewish educator, author, and speaker who has spent his career close to the people this book is written for.

He teaches in Passaic, New Jersey, writes a weekly column in the English Yated Ne’eman, and counsels parents and teens — the same practical, classroom-tested work that this book grows from.

Read more about the author

Endorsements

What readers of standing say.

“The Self-Esteem Trap isn’t another book about feeling good about yourself. It offers an entirely new paradigm for understanding self-esteem.”

David J. Lieberman, Ph.D.New York Times bestselling author

“I couldn’t put this book down. Its powerful message is presented with remarkable clarity, simplicity, and originality. A must-read for mechanchim and anyone seeking a happier, more meaningful life.”

Rabbi Shmuel BaronRosh Yeshivah, Imrei Binah

“I am confident that readers will find this work thought-provoking and most beneficial, helping them live healthier and more meaningful lives while growing in their avodas Hashem.”

Rabbi Yaakov BenderRosh Yeshivah, Darchei Torah

A 2-minute reflection

Are you caught in the trap?

A short, honest diagnostic shows where the scorecard still runs your day — and points to the next right step.

Take the diagnostic
The Self-Esteem Trap, hardcover edition.

Own the Book

Trade the scorecard for the next right step.

A hardcover you will return to — concise, considered, and built to be practiced, not just read.

$22.49 $24.99 list

  • FormatHardcover
  • Pages162
  • ISBN9781422649534
  • ReleasedSeptember 2026
  • PublisherArtScroll / Mesorah