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Skip Maloney
Skip Maloney

Senior Executive, Business Owner, Investor, and Advisor. Founder of Brace 4 Impact.

Ownership

+2

Your Side Hustle Is a Hobby With a Tax ID

Oct 13, 2026

•

9 min read

Your Side Hustle Is a Hobby With a Tax ID

Edition 24: On the difference between building an asset and buying yourself a second job with worse management.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective

Oct 11, 2026

•

8 min read

The Sunday Executive Perspective

Vol. 12: A weekly dose of perspective for leaders

Skip Maloney
Skip Maloney

Leadership

+2

Your Executive Team Is Telling You What You Want to Hear

Oct 6, 2026

•

5 min read

Your Executive Team Is Telling You What You Want to Hear

Edition 23: By the time news reaches your desk, it has already survived a filtering process designed to protect everyone but you.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Oct 4, 2026

•

7 min read

The Sunday Executive Perspective

Vol. 11: A weekly dose of perspective for leaders

Skip Maloney
Skip Maloney

Leadership

+2

The Mother of Invention Has Been Laid Off

Sep 29, 2026

•

5 min read

The Mother of Invention Has Been Laid Off

Edition 22: A warning about the day we solve every problem except the one where we stopped solving problems.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Sep 27, 2026

•

7 min read

The Sunday Executive Perspective

Vol. 10: A weekly dose of perspective for leaders

Skip Maloney
Skip Maloney

Leadership

+2

When It's Time to Fire Your Executive

Sep 22, 2026

•

5 min read

When It's Time to Fire Your Executive

The longer you wait to make the hard call, the more expensive the wrong answer becomes.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Sep 20, 2026

•

5 min read

The Sunday Executive Perspective

Vol. 9: A weekly dose of perspective for leaders

Skip Maloney
Skip Maloney

Leadership

+2

The Status Trap

Sep 16, 2026

•

4 min read

The Status Trap

Edition 21: How smart, successful people end up spending enormous amounts of money and time maintaining an image nobody actually cares about.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective — Vol. 8
LockSimple

Sep 13, 2026

•

5 min read

The Sunday Executive Perspective — Vol. 8

A Private Letter From One Executive To Another

Skip Maloney
Skip Maloney

Leadership

+2

Executive Reputation Is an Asset. Treat It Like One.

Sep 8, 2026

•

6 min read

Executive Reputation Is an Asset. Treat It Like One.

Reputation compounds like trust or erodes like credit. It rarely holds still.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Sep 6, 2026

•

5 min read

The Sunday Executive Perspective

Vol. 7: Apple to Waste Management to Oil to PG&E and lessons learned

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Aug 30, 2026

•

4 min read

The Sunday Executive Perspective

Vol. 6: One executive to another. No flattery included.

Skip Maloney
Skip Maloney
Your Board Doesn't Need Another Presentation. It Needs the Truth.

Aug 26, 2026

•

5 min read

Your Board Doesn't Need Another Presentation. It Needs the Truth.

Edition 20: When the deck is polished and the trust isn't, no amount of formatting will save you in the room that matters.

Skip Maloney
Skip Maloney

Leadership

+2

Your Board Doesn't Need Another Presentation. It Needs the Truth.

Aug 26, 2026

•

5 min read

Your Board Doesn't Need Another Presentation. It Needs the Truth.

Edition 20: When the deck is polished and the trust isn't, no amount of formatting will save you in the room that matters.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Aug 23, 2026

•

4 min read

The Sunday Executive Perspective

Vol. 5: From Disney to GM

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Aug 16, 2026

•

4 min read

The Sunday Executive Perspective

Vol. 4: One executive to another. No flattery included.

Skip Maloney
Skip Maloney

Leadership

+2

The Rise of the Fractional Executive

Aug 12, 2026

•

5 min read

The Rise of the Fractional Executive

Edition 19: What happens when leadership becomes on-demand?

Skip Maloney
Skip Maloney
The Sunday Executive Perspective
LockSimple

Aug 9, 2026

•

4 min read

The Sunday Executive Perspective

Vol. 3: AI AI AI

Skip Maloney
Skip Maloney

Leadership

+2

The Organizational X-Ray
LockSimple

Aug 4, 2026

•

9 min read

The Organizational X-Ray

Premium Subscriber Edition: Forget the engagement survey. The truth about your culture is sitting in your org chart, your calendar, and the meeting that just ended, and it has been for years.

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Aug 2, 2026

•

3 min read

The Sunday Executive Perspective

Vol. 2: From One Executive to Another

Skip Maloney
Skip Maloney

Leadership

+2

The Rise of the Corporate Narcissist

Jul 30, 2026

•

6 min read

The Rise of the Corporate Narcissist

Edition 18: The Dangerous Intersection of Ego, Power, and Corporate Culture

Skip Maloney
Skip Maloney

Leadership

+2

The Sunday Executive Perspective
LockSimple

Jul 26, 2026

•

4 min read

The Sunday Executive Perspective

Vol. 1: A Private Letter From One Executive To Another

Skip Maloney
Skip Maloney

Leadership

+2

20 Questions with Prometheus Group's VP of Growth & Expansion Tonya Garr

Jul 23, 2026

•

12 min read

20 Questions with Prometheus Group's VP of Growth & Expansion Tonya Garr

People + AI

Skip Maloney
Skip Maloney

Leadership

+2

20 Questions With Career Certified CEO Gary Weiss

Jul 16, 2026

•

9 min read

20 Questions With Career Certified CEO Gary Weiss

Why Skills Are Becoming the New Currency of Career Success

Skip Maloney
Skip Maloney
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