Pitfalls in Shidduchim

What every well-meaning person gets wrong in dating—and how to fix it.

Blunt, wise, and deeply Torah-grounded, this book dismantles the illusions that derail religious dating. From overzealous filtering to emotional sabotage cloaked in frumkeit, it unpacks the social and spiritual traps of the modern shidduch world. Whether you’re dating, guiding, or observing from the sidelines—this is the handbook we all should’ve had before the first date.

Description

We begin with a confession: the human mind is a master of deception. It lies. Not maliciously, and not always. But it fabricates. It simplifies, assumes, leaps to conclusions, and then memorializes those distortions as if they were holy writ. In the world of shidduchim, these deceptions are not just philosophical curiosities. They are the invisible puppeteers behind rejections, disappointments, and decisions that feel right in the moment but leave us wondering what went wrong. We believe we are rational creatures. We trust our memory, our intuition, our ability to see someone and know who they are. We glance at a photo, skim a resume, hear a reference, go on a single date—and think we see clearly. We are confident in our assessments because they feel clear. But clarity is not the same as truth. Clarity is often the echo of our biases speaking back to us in perfect harmony.

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“There is a moment—quiet and nearly imperceptible—that occurs before the first date, before the first glance at a resume, before the photograph is opened or the reference is called. It is the moment we begin to imagine.”