Insights

Personal reflections on business, giving, and life’s big pivot — all from the messy middle of figuring it out.

Below is a collection of 1,124 posts Tim has made including blog posts, books, songs, quotes, and videos. Filter by category, type, or pathway to find what you need.

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Downhearted; How Blue Can You Get

Downhearted; How Blue Can You Get

By B.B. King

January 6, 2026

Song of the Month:  “Downhearted; How Blue Can You Get”  by BB King Editor’s Note: This recording, live from Cook County jail, is my favorite version of this old blues...
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Discover How to Do it Right

Discover How to Do it Right

By Shane Parrish

January 6, 2026

“You have to do the work wrong many times before you discover how to do it right.” ---Shane Parrish
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What If It All Goes Right?

What If It All Goes Right?

By Scarlet Keys

January 6, 2026

Book of The Month: “What If It All Goes Right?” by Scarlet Keys Editor’s note:  This is a fabulous, easy-to-read, morale-boosting book for anyone who needs a lift.  Keys’ simple...
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Are You A Bozo?

Are You A Bozo?

December 2, 2025

I am. It was decided in the ‘70s when I noticed the title of a Firesign Theatre album:  “I Think We’re All Bozos On This Bus”.   It struck me,...
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I Can’t Be Everything to Everyone

I Can’t Be Everything to Everyone

By Harley Finkelstein

December 2, 2025

Quote of the Month: Harley Finkelstein  on being you: “I can’t be everything to everyone. I kind of made peace with it years ago—that at this particular phase of my...
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Strange Brew

Strange Brew

By Eric Clapton and Felix Pappalardi

December 2, 2025

Song of the Month:  "Strange Brew" by Eric Clapton and Felix Pappalardi Editor’s note:  Jack Bruce, Eric Clapton and Ginger Baker were a trio that lasted only three years together...
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1929

1929

By Andrew Ross Sorkin

December 2, 2025

Book of The Month: “1929” by Andrew Ross Sorkin, who also wrote "Too Big to Fail" Editor’s Note:  Because my parents went through the Great Depression, I thought I knew...
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Truly Funny |  Sports

Truly Funny |  Sports

December 2, 2025

Truly Funny: Sports I read about, listen to, and watch sports programming with rabid interest.  As a result, I have dozens of actual quotes from coaches I consider truly funny. ...
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The Ohio State University Q&A: Greatest Achievement

The Ohio State University Q&A: Greatest Achievement

October 30, 2025

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The Ohio State University Q&A: Being Lost

The Ohio State University Q&A: Being Lost

October 30, 2025

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The Ohio State University Q&A: Working With Family

The Ohio State University Q&A: Working With Family

October 30, 2025

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The Ohio State University Q&A: Ego Challenges

The Ohio State University Q&A: Ego Challenges

October 30, 2025

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The Ohio State University Q&A: Greatest Failures

The Ohio State University Q&A: Greatest Failures

October 30, 2025

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The Ohio State University Q&A: Successful Business

The Ohio State University Q&A: Successful Business

October 30, 2025

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The Ohio State University Q&A: Giving Up

The Ohio State University Q&A: Giving Up

October 30, 2025

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The Ohio State University Q&A: Perspectives

The Ohio State University Q&A: Perspectives

October 30, 2025

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The Ohio State University Q&A: Building a Network

The Ohio State University Q&A: Building a Network

October 30, 2025

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The Ohio State University Q&A: The List

The Ohio State University Q&A: The List

October 30, 2025

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What Traditions Matter to You?

What Traditions Matter to You?

October 29, 2025

Make a list—it should be fun.  Traditions big or small, carried on or long passed, old/new/borrowed/blue.  Traditions beget memories and memories bring feelings of structure. How many of the things...
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You Can Change Outcomes for Yourself

You Can Change Outcomes for Yourself

By Catherine Burns

October 29, 2025

"If you look at the facts of something and write down your thoughts, you find that those thoughts lead to certain feelings, and those feelings lead to action. If you...
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Fast Car

Fast Car

By Tracy Chapman

October 29, 2025

Song of the Month:  "Fast Car" by Tracy Chapman, covered by Ryan Montbleau Editor’s Note: The original of this song is a favorite, but Monbleau’s interpretation adds more instrumentation and, for...
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