On Second Thought

Rethinking what we think we know — and imagining what else might be possible.


On Second Thought is a space to slow down our thinking in a fast world.

It’s where I explore the tension between what we say and what we mean, what we assume and what we discover, and who we are and who we’re becoming. It’s a home for reflection, challenge, nuance, and the kind of clarity that comes when we give our thoughts just a little more time.

Here, values-based inquiry meets sharp social commentary. I write from the “messier middle”: where identity meets integrity, where inclusion demands accountability, and where tradition and change sit in constant conversation.

But not everything I write is analysis. Sometimes thinking becomes story.

Alongside my essays, you’ll now find The Adventures of Pip the Squirrel — a growing collection of whimsical, heart-forward tales that explore courage, community, kindness, and the quiet wisdom found between the branches. These stories are reminders that imagination is also a form of knowing, and that wonder can teach us just as much as an argument can.

On Second Thought is ultimately about the language we use, the values we inherit, the stories we tell, and the culture we build (or rebuild) together. Not everything here has an answer — but everything begins with a better question.


Whether you’re here for nuance or a nudge, I’m glad you’ve stopped by.
Let’s think things through—and dream a little, together.

This blog now includes two kinds of writing:

Essays

Pieces that interrogate the words we choose, the culture we create, and the values we hold. These essays examine the gap between what we claim and what we practice, and the choices that shape dignity, belonging, and responsibility.
On Second Thought: Series, The ‘Not Quite What You Meant’ Series, Genesis as the Story of Every Human Life

Stories

A newer addition — including The Adventures of Pip the Squirrel and other short pieces — where ideas are explored through imagination, metaphor, and play. These stories carry the same heartbeat as the essays: curiosity, courage, kindness, and the possibility of becoming better humans to one another.

Together, these threads form On Second Thought — a place for questions worth sitting with, stories worth sharing, and reflections worth returning to.

If an article sparks something in you, please like, comment, or share, let’s spark richer conversations by asking better questions.


Recent Articles

  • Pip and the Two Places He Loved

    Pip the squirrel loves two very different places — one busy, one quiet — and wonders if it’s possible to belong to both. Through summer storms, fireflies, and thoughtful moments,… Read more ⇢

  • Pip and the One Who Stayed Longest

    Some lives shape the forest quietly, holding paths steady without ever standing in the middle of them. In this Pip tribute, watchfulness, service, and chosen belief are remembered with tenderness… Read more ⇢

  • Pip and the Place Where Paths Once Met

    When a familiar place feels different, Pip learns that courage can look like staying — gently, together, and with care. Read more ⇢

  • Pip and the Lights by the Water

    Pip attends a Chanukkah gathering by the water and senses that something has changed. After a frightening event, he watches a community choose to keep lighting candles, learning that feeling… Read more ⇢

  • Pip and the Festival of Many Lights

    A Chanukkah Story in the Whispering Woods of Willow Glen. “On the first night of Chanukkah, the forest had only enough oil for a single lamp. But when a cold… Read more ⇢