Celebrating Setbacks

August 2025

An Elite Seller's Approach to Setbacks: Reflection #12

What I learned from talking to a top salesperson at Databricks about dealing with career setbacks.

Aug 7 • 

Anna Raskind

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July 2025

Regaining Confidence After a Career Setback, With Top Salesperson Daniel Klein: Interview #12

A few months ago, Daniel Klein, an elite seller who’s worked in tech for nearly 15 years, shared a personal anecdote on LinkedIn that went viral.

Jul 24 • 

Anna Raskind

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Reflection #11: On Turning Survival Into Success

When Polina Pompliano was 8, she moved from Bulgaria to the U.S. — not knowing any English. Today, she is a master communicator and one of the biggest…

Jul 9 • 

Anna Raskind

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June 2025

Interview #11: Turning Survival Skills Into a Media Empire, With Polina Pompliano

How the founder of one of the biggest newsletters on the internet turned her most difficult experiences into a media empire.

Jun 25 • 

Anna Raskind

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May 2025

Reflection #10: The Challenges of Rising Quickly at Work, With Ashley Rudolph

Last time, I had the fun of speaking with Ashley Rudolph, a former VP in tech who rose the ranks quickly, becoming a leader in twenties.

May 21 • 

Anna Raskind

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The Weight of Leadership: Invisible Struggles Behind a VP's Rapid Rise

First, apologies to those who wanted to read my Business Insider piece last time but couldn’t access the link — here is an updated alternate link! I…

May 6 • 

Anna Raskind

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April 2025

I Was Featured in Business Insider!

I used to hate slow walkers. Then I got sick and became one. Here's what I learned.

Apr 16 • 

Anna Raskind

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Reflection #9: On The Hidden Dimensions of Grief

Last time, I spoke with Jody LaVoie - founder of The Grief Company and Widows In The Workplace.

Apr 1 • 

Anna Raskind

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March 2025

Interview #9: On Grieving and Strength from Unimaginable Loss

In 2014, Jody LaVoie faced the unthinkable. Her husband Steve, CEO and founder of the company ArrowStream, was shot — by a longtime employee.

Mar 20 • 

Anna Raskind

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Reflection #8: On Choosing What Truly Matters, With Chris Anselmo

Last time, I had the privilege of speaking with Chris Anselmo, rare disease advocate and the writer behind Hello, Adversity. (If you didn't have a…

Mar 5 • 

Anna Raskind

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February 2025

Interview #8: On Saying "Hello" to Life's Constraints, With Chris Anselmo

A chat with rare disease advocate Chris Anselmo about resilience and sharing his story with the world

Feb 19 • 

Anna Raskind

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