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Personal Essays

Personal Essays

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There’s a Difference Between Grace & Neglect

Feb 27, 2026

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4 min read

There’s a Difference Between Grace & Neglect

A reflection on self-love, resentment, and why I don’t want my daughter watching me shrink.

Tiff Ruby
Tiff Ruby

Personal Essays

The Box of Impossible Things

Jan 30, 2026

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5 min read

The Box of Impossible Things

The lives and things we postpone.

Tiff Ruby
Tiff Ruby

Personal Essays

✨ This Year Held Up a Mirror

Dec 26, 2025

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3 min read

✨ This Year Held Up a Mirror

On consistency, confidence, and learning not to look away.

Tiff Ruby
Tiff Ruby

Personal Essays

Doing It Scared

Oct 31, 2025

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4 min read

Doing It Scared

Fear is temporary. Regret? Way scarier.

Tiff Ruby
Tiff Ruby

Personal Essays

The Fall Feeling: Then, Now, and Next Year

Sep 12, 2025

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5 min read

The Fall Feeling: Then, Now, and Next Year

On new beginnings, familiar rhythms, and the most personal of full-circle moments.

Tiff Ruby
Tiff Ruby

Personal Essays

Does Your Personality Really Change Over Time?

Aug 15, 2025

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5 min read

Does Your Personality Really Change Over Time?

Personality, perspective, and what stays the same.

Tiff Ruby
Tiff Ruby

Personal Essays

Everything Ends. So Now What?

Aug 1, 2025

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6 min read

Everything Ends. So Now What?

Notes on death, growth, and not deleting your first cringey video.

Tiff Ruby
Tiff Ruby

Personal Essays

+1

The New Goal: Be Around People (Sometimes)

Jul 4, 2025

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4 min read

The New Goal: Be Around People (Sometimes)

Finding joy in shared space, solo time, and stretching my comfort zone one gathering at a time.

Tiff Ruby
Tiff Ruby

Personal Essays

Pluto in Aquarius: Storms, Triggers & Divine Timing

Jun 6, 2025

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4 min read

Pluto in Aquarius: Storms, Triggers & Divine Timing

The revolution starts in our mind.

Tiff Ruby
Tiff Ruby

Personal Essays

Let's Talk About Rejection

Apr 11, 2025

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6 min read

Let's Talk About Rejection

A reflection on rejection, identity, and the quiet crisis among young men.

Tiff Ruby
Tiff Ruby
Tiff Ruby's Place

Tiff Ruby's Place

Stories, reflections, recommendations, and surprise insights from the in-between spaces of life, with a dash of humor and heart. Made for anyone navigating growth, change, and the hoods - adulthood, womanhood, and/or parenthood.


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