“Transformation Through Self-Knowledge”
by Naomi Wittlin
In a recent class on Zoom, my instructor placed us in breakout rooms of four people each. I greeted each person enthusiastically as they joined and asked if anyone had something they had on their heart they wanted to share. I actively listened to each person and then shared my own thoughts.
This welcoming behavior has become natural for me now that I have facilitated Mussar va’adim for years. There are times when I need to actively acknowledge to myself and others that I am not the person “in charge!” But let’s remember the pre-Mussar Naomi. First, she would have heard “breakout rooms” and internally groaned because of her shyness. She would have entered the room quietly and patiently waited for someone else to start speaking. Only when asked about her thoughts would she contribute to the conversation.
Despite being in some form of higher education for many years, it was only recently that I realized how much I have grown in confidence and in being comfortable enough with myself that I no longer fear (as much – let’s be real) what others think of me. I know my strengths and weaknesses so well that I am at peace with them as I continue to strive to improve myself.
Pre-Mussar Naomi ignored her strengths and focused exclusively on her weaknesses. Somewhere along my Mussar journey, I realized that I could be more impactful if I concentrated on broadening opportunities to use my strengths. Perhaps even more important, it gradually dawned on me that what I thought were weaknesses were, in fact, my superpowers.
The term hitlamdut literally is “to teach oneself” and means to internalize whatever you learn. A mitlamed(et) is someone who can apply that learning to their own life. It is hitlamdut that makes our life experience a self-examination and a transformative process. Rabbi Shlomo Wolbe, a leading 20th-century Mussar teacher, emphasized hitlamdut as the essential Mussar approach and understood it to be a mindset of lifelong learning and self-refinement. One of his well-known teachings on hitlamdut is:
A person must always remain a learner (lomed). Even when one becomes a teacher, they must teach as a learner. If a person approaches life with the attitude of hitlamdut, everything becomes an opportunity for growth.
This idea appears in his Alei Shur, where he describes hitlamdut as the ability to approach every situation with curiosity and openness, rather than with rigidity or self-assurance. It reflects the Mussar tradition’s emphasis on humility and constant self-improvement.
I now know that becoming aware of my spiritual curriculum and giving weight to my strengths is the recipe for doing the most good for those around me. Over time, using my strengths has given me confidence in what I offer to others – in the classroom environment, as a Mussar facilitator, and as a human being. By being fully present in observing my own behavior, I also create a greater inner distance from the lure of anger, fear, or the need for comparison. And the few times that I find myself tossed about by my emotional responses, I quickly remember to take a deep breath and let the experience pass.
I view every situation as practice. I am practicing how to read, how to study, how to facilitate va’adim, how to be a good spouse, mother, or friend, how to dress and speak and carry myself respectfully through the world. I am observing my behavior, thoughts, and reactions and making tiny tweaks to myself. I thank God that I am never a finished product. It’s such a relief to me to know that I can always improve. I excitedly wonder who I will be a year from now.
I have learned that every person has some form of Imposter Syndrome, of not feeling “good enough.” I sometimes wonder if I look and sound serious enough to be taken seriously (I know I appear young, despite being on the cusp of celebrating my 50th birthday – which IS young to a lot of you!). Is what I am saying valid and worth sharing out loud? Who am I to be saying or teaching anyone?
As a student, I know that there is a huge amount of learning in front of me. A professor recently advised, “There may be a lot that you don’t know, but don’t discount what you DO know. Name what you know.” This is a way of saying, “Focus on your strengths. You have something of value to offer. Don’t forget that.” A hitlamdut mindset reminds me that learning is an ongoing process, not a destination. It encourages me to approach every experience with curiosity, humility, and the understanding that comes from both what I already know and what I have yet to discover. Seen in this light, even what I offer to others becomes another expression of my own learning.
I have a lot that I hope to learn and it is exhilarating to me that day after day unfolds with the opportunity to grow and become my best self. As I accumulate life experience, and since I have given myself the gift of seriously learning about Judaism, I find that every experience, whether perceived as challenging or joyful, is an opportunity and a benefit for my journeying soul, for more hitlamdut. With this perspective, even the familiar is ever new. Every morning is a blank slate. Every encounter with my husband is a chance to grow closer. Every conversation with my daughter is an opening to listen and encourage her to be her own unique self.
Transformation is not about becoming someone you are not. It’s about being able to see who you truly are and then living your life from that place.
Once I realized that people-pleasing was exhausting, since there is always at least one person who doesn’t like something I do, I stopped feeling like I needed to prove anything. The more that I value myself and my time, the less I care about other people’s opinion of me. I stopped comparing myself to others. I can recognize who I am and what I offer the world, and I can celebrate how far I’ve come.
Rabbi Wolbe often emphasized that true growth requires self-awareness and a willingness to embrace the lessons embedded in life's experiences. For example, I. love connecting people to their soul and helping them find spiritual sustenance. I often find myself listening attentively to a friend in crisis, validating their feeling of overwhelm or frustration, and then slowly asking questions that give them a glimmer of hope or a different perspective. At first, I am simply a container, holding a safe space for them to express their feelings. Gradually, I probe into possible alternative perspectives. I might share a personal story or something I’ve read about a similar situation that turned into a positive opportunity, allowing them to see that I am walking right next to them in understanding. I have the ability to combine empathy, attentive listening, and faith that everything that happens can be for the ultimate good, even if we don’t understand it in the moment. This trust is not passive, but calls for effort and moral responsibility, menuchat hanefesh (equanimity or inner calm)—the ability to remain steady and at peace, trusting that whatever unfolds is part of a greater divine order.
I used to think that this set of skills is something everyone possesses, but gradually I realized that attentive and compassionate listening coupled with the wisdom to carefully guide others through their challenges is somewhat rare. I could certainly keep this “skill” under my hat and not offer it to others out of fear of embarrassment or overstepping. But I’ve come to see this set of traits as a unique strength. I end up feeling a sense of joy that I have somehow helped someone shift from despair to excitement. And as a result of our time together, my friend and I grow closer, which brings me fulfillment. Each time I help someone by simply being myself, my Imposter Syndrome disappears a little more. I feel that I am a responsible steward of my God-given strengths when I use them to help others.
The Omer period is traditionally seen as a time of tikkun hamidot (refining one's character). The practice of counting each day symbolizes incremental self-improvement, echoing hitlamdut — the idea that every moment is an opportunity for learning and transformation. The Omer spans the journey from leaving Egypt, a place of spiritual stagnation, to receiving the Torah at Sinai, the ultimate moment of learning and revelation. Hitlamdut mirrors this movement, requiring humility and an openness to being shaped by the process.
In my rabbinical school, we have a process called “Clergy Formation” that is an annual touchstone one-on-one with faculty to process the (so far immense) changes I’m experiencing. Each year, I am truly stunned at the growth I see in myself. During my first year, I was elated to be on this path, but also regretful that I hadn’t made this decision 30 years ago. It’s taken me awhile, but I’ve come to realize that every life experience between then and now has enriched me and made me into who I am. I needed to be broken open a little to really know myself and I bring all of that to this endeavor. After my second year, I was amazed at how much more confident I felt.
I recently had my third of these sessions (time really does fly when you’re pursuing your passion) and realized that my pastoral skills have come a long way as a result of coursework, training, and stepping into various positions of leadership. I am inspired that, due to the richness of Judaism, the more I learn, the more I discover how limitlessness the study of our tradition is. I still couldn’t tell you much beyond my immediate future, but I feel that I am right where I’m meant to be.
My developing strength as a passionate learner together with my ongoing Mussar practice focused on hitlamdut has given me the gift of self-awareness and self-
knowledge. The more I understand myself, the better I can understand others and the world around me. Rav Wolbe wrote about this awareness and deeper sense of purpose:
Knowing oneself is different than any other knowledge in the world: each one of us is a unique world, and the knowledge of our inner world can only truly be discovered by you, without help from others … and we have to learn ourselves/understand ourselves to see ourselves clearly.
This is the service/spiritual work that’s in front of us … knowing ourselves and fixing ourselves until the point that we have peace with ourselves, and involving ourselves in our spiritual work, with joy and a goodness of heart that in this way the person becomes an outstanding Talmid Chacham – a living embodiment of a Torah scroll, he or she becomes one with the Torah. This is our goal in our personal work. (Rav Shlomo Wolbe, Alei Shur III, Lesson 1, Chinuch Prati: The Education of the Self)
I can tell you that my spiritual growth has been astronomical, and I have relied on my strengths to authentically support other students. I used to feel that I was pretending, putting on the face of a falsely outgoing and interested person, and that took a good deal of energy. Now, I am simply myself, listening to someone, noticing when they need a hug. The feedback I have gotten tells me that they feel seen and validated by my behavior.
I am sufficiently sure of and comfortable with myself that I can let go of the need to be everyone’s friend or to gain everybody’s approval and acceptance. My fears about whether or not I belong are no longer nagging at me. The relationships I have are much stronger and more fulfilling because I show up to them as my authentic self.
In a way, I have created my own recipe for peace of mind and for self-knowledge as a path, not a destination. I have added into my everyday life a heaping cup of what I value most (learning, community, reflection, and authentic relationships). I sift in some spiritual practices (hitbodedut: introspective silence or seclusion), hitlamdut, focusing on the good) and sprinkle that “practice” mentality on top. I feel full and don’t want for anything else.
Just knowing yourself elevates you. Before we are aware, before we know ourselves, we live in an abyss. But when we are aware of ourselves, we are already above this abyss. (Rav Shlomo Wolbe, Alei Shur IV, Lesson 7 – From Introduction)
I look forward to sharing with you more at the May 14th webinar:
· How I use playfulness to take myself less seriously, forgive myself, turn pain into purpose, and obstacles into opportunities;
· How the world seems to be built for extroverts, but introversion is a superpower;
· How this “practice mindset” released me from control, fear, and Imposter Syndrome.
For Reflection
1. Have you ever had a setback or a loss that left you feeling disappointed? What if you were to think about how this situation has opened new opportunities for your future?
2. One aspect of hitlamdut is to allow what you learn to impact how you feel and think as you move through your day. Could you name something that you learned recently that had an impact on you? How has your everyday life changed because of it?
3. Imagine that you wake up tomorrow and have an opportunity to live today over again. What would you do differently? Why aren’t you doing that today?

Naomi Wittlin has been enjoying TMI courses, Kallot, and soul-friendships for many years. She completed our Manchim program and traveled to Israel with us in 2020 and has enjoyed watching people make positive transformations in their lives. Naomi is a rabbinical student at The Academy for Jewish Religion, New York. Naomi completed her Masters in Jewish Studies from Gratz College in 2023. She is a writer, photographer, and mixed-media artist. She has a lovely 16-year-old daughter and a supportive husband of 23 years. You can find her words, artwork, and book reviews at poeticaperture.com.