Medium

Leonard Tillerman

In

Nudge

by

Leonard Tillerman

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1d ago

Twenty Years Later, I Still Hear My Grandfather’s Rocking Chair

Some losses don’t become smaller with time. We simply learn to live with them, until an ordinary sound reminds us otherwise.

An elderly grandfather writes in a basement rocking chair while his young grandson watches, capturing a cherished memory of love, loss, grief, and the lasting bonds between generations.

In

Nudge

by

Leonard Tillerman

·

3d ago

The Hardest Part of Losing Friends Is Realizing You Never Really Had Them

Some people disappear without an argument or explanation. Sometimes, the hardest truth is accepting what their absence reveals.

A solitary brown-haired man sits overlooking a Newfoundland coastal village as friends walk away at sunset, symbolizing friendship, loneliness, and the pain of losing relationships.

In

Nudge

by

Leonard Tillerman

·

6d ago

I Spent Years Defending Someone Who Was Slowly Breaking Me

Why we make excuses for the people who hurt us, even when the truth is right in front of us.

A distressed man sits apart as his family witnesses a tense confrontation.

In

Nudge

by

Leonard Tillerman

·

Nov 4

The Difference Between a Boss and a Leader Changed the Course of My Life

I was ready to walk away from the career I loved until one principal showed me what true leadership looks like.

An older man sits on a rocky Newfoundland coastline at sunset, looking toward a distant school as a memory of two men embracing appears in the sky, symbolizing mentorship, leadership, and lasting influence.

In

Clear & Kind

by

Leonard Tillerman

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Nov 2

Unapologetically Me — A Writing Challenge

I Overthink Everything, and I’m Not Planning to Stop

A thoughtful man sits at his desk at night, surrounded by swirling thoughts and questions.

In

Infinite Impulse

by

Leonard Tillerman

·

Oct 31

I Learned to Read a Room Before I Learned to Read Myself

Introducing The Unspoken Self, a new Substack publication exploring the hidden psychology behind our thoughts, relationships, and the…

I Learned to Read a Room Before I Learned to Read Myself

In

Nudge

by

Leonard Tillerman

·

Oct 29

The Man I’ve Become Would Disappoint the Boy I Once Was

I thought I knew exactly who I needed to become. Life had other plans.

A young boy sits curled up beside a weathered shed in the woods, looking toward his older self.

In

Nudge

by

Leonard Tillerman

·

Oct 27

I Got Sober. I Wasn’t Prepared for Who I’d Have to Face.

Removing alcohol didn’t get rid of the reasons I reached for it in the first place.

A man laughing with a beer in a dimly lit bar blends into the same man sitting quietly with a coffee in a sunlit room, symbolizing the emotional journey from drinking to sobriety and self-reflection

In

Nudge

by

Leonard Tillerman

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Oct 25

The Psychology Behind Why We Sometimes Treat the People We Love the Worst

Why the people who deserve our best often get our leftovers

A husband is being impatient with his wife.

In

Infinite Impulse

by

Leonard Tillerman

·

Oct 23

Twenty-Nine Words

Cached: Chapter 1 (Part 2)

Twenty-Nine Words

Leonard Tillerman

Leonard Tillerman

Friend of Medium

I write about the quiet things that make us human—hope, courage, loss and the lessons hidden inside our lives. Retired principal. Cancer warrior. Still learning

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