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The TGC Blog

  • Writer: Tamar Gaffin-Cahn
    Tamar Gaffin-Cahn
  • Feb 27
  • 5 min read
Smiling at F*ckup Night


What I'm Reading

This month, I challenge you to choose to see the good. 


Yes, it’s a pain in the ass to shovel out your car.

Yes, it’s near impossible to work from home when your kids have a snow day.

You can’t control the weather, but you can control how you make meaning of the chaos. 


Shoveling is hard, and it’s exercise.

Can’t get work done, and you get to witness your kids (finally) having a snow day after years of virtual learning.


Here, you’re gifted opportunities to reframe the chaos into goodness. I was reminded of this when reading The Place of All Possibility: Cultivating Creativity Through Ancient Jewish Wisdom by Adina Allen.


Turning chaos into goodness is an act of creativity; it’s meaning-making. How can you take the chaos and use creativity to make meaning into something good?



What I'm Listening To

If you love thinking about the meaning of life, this podcast is for you. Three big thinkers: Bill Burnett and Dave Evans, authors of Designing Your Life, out of Stanford University, and Bob Waldinger, psychiatrist, psychoanalyst, and Zen priest of Harvard University, discuss student questions about the meaning of life, or rather, the meaning of your life, and how to find that. Here are my takeaways. What are yours?


  • Life is the story we tell ourselves (plus the experiences)

  • Buddhist saying: How do you know if the water is warm? You have to experience it.

  • Alignment Coherency = What I am + What I believe + What I do

  • Question: How do you get rid of all the noise around you? Answer: An old Cherokee man told his grandson, "Inside each of us, there is a battle between two wolves. One is evil—it is anger, envy, greed, arrogance, and ego. The other is good—it is joy, peace, love, hope, humility, and kindness." The grandson asked, "Which one wins?" The elder replied, "The one you feed."

  • There are Resume Values and Eulogy Values. Which of your behaviors align with each?

  • There is primary pain (physical pain) and secondary pain (pain, frustration, annoyance of the experience of pain). One lasts a lot longer.

  • The common Buddhist saying, "Life is Suffering," can be translated as "Life is Unsatisfactory." With this new version, how you see life is through expectation and perspective. 

  • You can’t hear yourself by yourself.


Watch or listen here:

You Can Design Meaning Right NOW: Bob Waldinger, MD, Harvard & Bill Burnett and Dave Evans, Stanford



What I'm Doing

Do you actually want to change? What’s your intuition saying? Or is part of you more comfortable staying where you are, even if that means holding onto frustration or slipping into a victim mindset?

 

It's a hard question, I know.

 

We might choose the familiar, even when it’s not working, because the unknown feels riskier. Jumping without seeing the ground is terrifying.

 

This month, I’m focusing on a bias toward action. Nothing extreme, just choosing movement over hesitation. It might be trying a new coffee order, asking your boss for what you need, or finally booking the trip. For me, it’s been asking for help with hard decisions.

 

We hold onto emotions longer than we need to. Ask yourself: Do I want to keep carrying this? Sometimes the answer is yes, and that’s okay. Some feelings need time. But staying there is still a choice. 

 

Notice when you start telling yourself the same story or making excuses. I can’t spend five minutes editing my resume. I can’t find five people to ask for a career conversation. Pause and ground yourself.

 

Focus more on alignment; does this behavior match your values? When your actions don’t match your values, you can feel the disconnect. That tension is useful because it’s pointing you toward something that matters. Instead of explaining it away, ask: what value is underneath this, and how can I honor it with action? If a friend hurts you, the deeper value is honesty or support. What would actually move you closer to that kind of relationship?

 

Less overthinking. More choosing. Then moving.



What's Moved Me

It’s with deep, deep sadness that I share the passing of the most impactful mentor throughout my life, Leslie Sholl Jaffe, pictured above. I met Leslie when I first realized I wanted to be a coach and was researching the profession. We scheduled a 30-minute call, but we ended up talking for nearly two hours. She was far more than any professional title or word could describe. Beloved by all, she was one of those people who knew, knew me, knew suffering and pain, knew joy and happiness, and would guide me through mine. I cried during every call we had because she could see right into my soul. She was willing to mentor me in retirement, purely because she liked me. How lucky am I?

 

She helped me grieve the loss of a close friend by validating my experiences with her visiting me from the other world and sharing how to stay connected to people who are no longer physically here. She helped me navigate life’s complex emotions and how we feel about ourselves as those emotions change us. She helped me heal my inner child during a painful breakup of a friendship. We discussed leadership, coaching, and the art of guiding people to be their best and most authentic selves. She spent her time walking the walk with me, leading by example, the best kind of learning. 


I visited her at her home in Austin, TX, in April 2024. It was the only time I met her in person. We spent all day together, talking, laughing, sharing life stories, crying, learning, and growing. It was, and is, a profound example of the beauty of an intergenerational friendship. In her retirement, she started making jewelry. That day, we designed a necklace for me that I’ve worn every day since it arrived in my mailbox.


We have lost a profound teacher. I'm devastated that I can no longer learn from her. And yet, she is a blessing; her memory is a blessing; and I am heartbroken and ever so grateful.


What I'm Wiggling To

Noah Kahan’s new song, The Great Divide. It’s about a childhood friendship lost and refound, about mental illness and loneliness. In early February, I had the privilege of traveling to Brazil to officiate a high school friend’s wedding. I ended up having a painful conversation with a friend who, without acknowledging, is heartbroken by the loss of friendships from our younger days. We have two choices when these moments happen: accept or work to rebuild the relationship. If one doesn’t work, try the other, but there is still a choice. 


The third option, regardless of outcome, is to wish this person well. As Noah Kahan says,


I hope you settle down, I hope you marry rich

I hope you’re scared of only ordinary shit

Like murderers and ghosts and cancer on your skin

And not your soul, and what he might do with it.



Stay Playful,

Tamar

 
 
  • Writer: Tamar Gaffin-Cahn
    Tamar Gaffin-Cahn
  • Jan 30
  • 2 min read
Smiling at F*ckup Night


What I'm Reading

F*ckup Nights is in the business section of The Boston Globe!! How does it start? By highlighting one of my own fuckups. If you’re going to encourage folks to be vulnerable, it’s best to lead by example. The flip side of this excitement grows louder as it feels very odd to be experiencing professional success, recognition, and joy while such horrors continue to poison this country. I find these Fuckup nights to be a cathartic opportunity to regain hope. 


I don’t have much of a good transition here, other than if you’re feeling the pain, disappointment, and shame of this country, you’re not alone. We are failing our neighbors. Maybe, in a lighthearted moment to ease the tension, sharing our mistakes reminds us of the opposite: we’ve succeeded, people are fighting to stop the harm, and community is being built.




What I'm Listening To

Nothing. No podcasts, less music. Sitting, listening to the chatter around me. Driving in silence. Listening to my cat breathe. Listening to the branches move in the wind. A different kind of listening. Have you done this for yourself recently? How did it go?



What I'm Doing

This month, I had to take my own advice. One of the hardest things to do. In one area of my life, I play a leadership role I don’t want. I need more initiatives from the group. I had to check my emotions (anger and frustration) over and over and over again. That was HARD. I asked myself these questions:


  1. What culture have I helped create to make room for the behaviors?

  2. Where have I gotten frustrated or mad, and what would be their response to that? Is my heated emotion logically unfair to the situation?

  3. What do I need from them? What do they need to succeed?

  4. Where are my boundaries?

  5. What are the boundaries they’ve shared?

  6. If this were at my job and I were the boss, how would I approach this?

  7. What’s the balance between sharing my emotions and showing them?


I asked for change, shared the emotion, and got a positive response. Cue deep breath.



What's Moved Me

I started reading one of Andrea Gibson’s poetry books. For those who don’t know, they are a poet and activist known for their powerful words about gender expression and queerness. Highly recommend. I’ll share more another month.


What I'm Wiggling To

A lot of Brazilian Pop music. Because I’m going to Brazil for 9 days!



Stay Playful,

Tamar

 
 
  • Writer: Tamar Gaffin-Cahn
    Tamar Gaffin-Cahn
  • Dec 1, 2025
  • 3 min read


What I'm Reading

I recently finished Brené Brown’s newest book, Strong Ground: The Lessons of Daring Leadership, the Tenacity of Paradox, and the Wisdom of the Human Spirit. She shares lessons from successful leaders around the world, and it can’t help me learn more about leadership and systems thinking: an approach to problem solving by understanding the context and how one decision impacts another.


When making an upcoming decision, consider all the elements of impact or ripple effects. It’s like playing Sudoku; each decision to add a number affects the section, row, and column. As a leader or person of influence, how do your behaviors and decisions impact those around you? How does that affect those around them?



What I'm Listening To

I recently listened to Madonna’s first podcast interview, from only one month ago. She goes into depth, led by Jay Shetty, on her spiritual practice of Kabbalah. She shares powerful stories of her life, her practice in letting go of control, and how her view of motherhood has changed. Watch it on YouTube here.


From the description:

Together, Jay and Madonna dive into themes of transformation, the search for meaning in suffering, the freedom that comes with radical acceptance, and the power of forgiveness to heal our deepest wounds. Madonna shares the moments that tested her most, from loss and betrayal to near-death experiences, and how each challenge became an opening for growth when she chose to see it through the lens of purpose rather than punishment.


In the second half of the conversation, Jay and Madonna are joined by her longtime Kabbalah teacher, Eitan, for a powerful exploration of spiritual wisdom in action. They discuss why our struggles and inner battles are essential for growth, and how to reframe challenges as opportunities to reveal greater light. Eitan offers practical tools, from pausing and embracing discomfort to practicing “certainty beyond logic,”  to help us find strength in life’s most difficult moments.



What I'm Doing

Many things to celebrate this month!


F*ckup Nights VOL I

This past month, I co-hosted F*ckup Nights Boston VOL I with my colleague, Sam Feldman, and it was a huge success! We sold out our venue and had three fabulous speakers share their professional failures and lessons learned. The room was packed with energy and laughter as we broke down the stigma of f*cking up.


Save the date: F*ckup Nights Boston VOL II on Thursday, January 22 at 6:30 PM at Trident Bookseller! Find out more on our Instagram or LinkedIn.


The Leader Within

Over the past seven weeks, I’ve been teaching a personal and practical leadership course for Graduate students at Emerson College. I am in awe of the students for their dedication to take a non-credit, optional, weekly course on top of their graduate school class, full-time jobs, family, and personal obligations. 


In the course we:

  1. Explored leadership concepts, creating a SMART goal, and reflecting on purpose and values.

  2. Developed deep self-awareness through CliftonStrengths, identifying how their strengths help or hinder them, and how external factors influence their effectiveness.

  3. Learned to navigate roles as leaders and followers, understanding what they bring, what they need, and how to build trust, stability, compassion, and hope in teams.

  4. Practiced active listening and people-management skills, using open-ended questions, deliberate practice, and engagement strategies to support others effectively.

  5. Strengthened collaboration and team awareness by applying curiosity, understanding team development stages, exploring team role styles (North/South/East/West), and integrating strengths into teamwork.

  6. Built creative and adaptive leadership skills through improv-based exercises, identifying inner critics, and using strengths to navigate change.


In the final assignment, one student shared, “I have hope for the future and feel confident in my ability to lead in the journey ahead, and this class is 100% why.”



What's Moved Me

Context: I’ve been deeply moved and inspired by the work of career center advisors at colleges and universities across the country who are incorporating Life Design into their programming.


What’s Life Design: It's a theory and process developed by the d.school at Stanford University that combines the Design Thinking methodology and mindsets and applies them to life, careers, projects, and the big decisions we make. It challenges us to be curious, iterate, adapt, reframe challenges, and experiment in our life decisions. It has been transformational for so many. In a conversation with a seasoned practitioner of Life Design in a career center at a major state university, we reframed the push to find “purpose” to the following question:


Question: What is your mission in life, and how will you be intentional in the pursuit? 


What I'm Wiggling To

Jessie Ware brings together funk, disco, dance, and pop to music you can’t not wiggle to.  I hope you enjoy her song "Begin Again" as much as I do.



Stay Playful,

Tamar

 
 

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