March 23 · 48 minWhat happens when Torah, growth, and mental health start pulling against each other instead of working together?
In this episode of Shtark Tank, Yaakov Wolff speaks with Dr. Dan Jacobson — psychologist, musmach, co-author of Flipping Out, and author of Light in the Darkness — about stress, anxiety, yeshiva pressure, and the long-term impact they can have on our Avodat Hashem.
To recieve a free copy of Light in the Darkness, about kedusha in today's world, email dan.jacobson.psyd@gmail.com
They discuss the difference between healthy pressure and unhealthy stress, why anxiety seems to be rising in today’s world, and how formative yeshiva experiences can shape a person’s relationship with learning for years afterward. They also talk about balancing Torah, work, and family life, navigating Pesach pressure in a healthier way, and approaching struggles in kedusha with more honesty and less shame.
This is a thoughtful and practical conversation about serving Hashem with more clarity, more balance, and more simcha.
What We Discussed
Dr. Jacobson’s path into psychology and his interest in the intersection of Torah and mental health
The difference between stress and anxiety
Why some pressure is necessary, but too much can become destructive
How yeshiva culture can sometimes create unhealthy stress around learning and growth
The long-term effect of yeshiva experiences on a person’s relationship with Torah
What to do if learning has become tied up with guilt or pressure
Balancing competing values like learning, marriage, parenting, and responsibility
How to reduce stress around Pesach prep and focus more on meaning
OCD, halachic uncertainty, and the importance of clear guidance
Why so many men struggle silently in areas of kedusha
What Dr. Jacobson hoped to add with his booklet Light in the Darkness
Key Takeaways
Stress and anxiety are not exactly the same thing. Stress is often tied to present pressure, while anxiety is more future-oriented.
Some pressure is part of growth. The goal is not zero stress, but healthy stress in the right dose.
Yeshiva can be deeply formative, for good and for bad. If Torah became associated with guilt or pressure, that needs to be rethought.
A working person should try to build a relationship with learning that includes pleasure, connection, and simcha — not just obligation.
Many struggles become worse when there is too much doubt, especially for people with OCD tendencies.
Pesach can become overwhelming when people lose sight of what is halacha and what is chumra, habit, or family expectation.
In struggles around kedusha, shame and secrecy often make things worse. Honest, psychologically grounded guidance helps.
Notable Lines / Ideas
“If the prime emotion that someone has with regard to their learning is a negative emotion, that has to be checked.”
“You want there to be simcha and pleasure and joy and connection with your learning.”
“We build our strength and resilience by encountering and learning how to handle some difficulty.”
“The holiday of freedom can feel enslaving if we lose sight of meaning.”
Chapters
00:00 Intro
05:20 Stress and Anxiety, in Yeshiva and beyond
28:12 Balancing learning, marriage, parenting, and other real responsibilities
32:15 Pesach pressure: cleaning, OCD, chumros, and staying sane
38:52 Light in the Darkness: what Dr. Jacobson wanted to add to the kedusha conversation
45:48 Rapid fire
About the Guest
Dr. Dan Jacobson is a psychologist and musmach who has spent years thinking and writing about the intersection of mental health, yeshiva life, and Avodat Hashem. He is the co-author of Flipping Out and the author of Light in the Darkness, a booklet addressing struggles in kedusha with psychological depth and Torah sensitivity.
