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Olga Skipper

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The Power of Unlearning for Later Stage- and Serial Founders

When we embark on the founding journey for the first time, we are usually in our twenties. There is a lot of space for everything. And…

Mar 1, 2021

The Power of Unlearning for Later Stage- and Serial Founders

Mar 1, 2021

2025: The Year of Decluttering

2025 is almost here, and I have a few tips for leaders on how to survive it.

Dec 29, 2024

2025: The Year of Decluttering

Dec 29, 2024

Navigating Transitions

Do you ever feel disoriented and stuck, like everything around you has shifted but you’re unsure how to respond?

May 10, 2024

Navigating Transitions

May 10, 2024

Birth of a New Self…

or How to get yourself out of burnout while building a world-class startup

Oct 20, 2023

Birth of a New Self…

Oct 20, 2023

Married to Your Business: Dating and Relationship Advice Your Partner Wished to Give You.

Exactly 8 years ago, I found myself in Bali as one does when you are a 30-year-old ambitious serial startup founder that had just left one…

Jun 23, 2023

Married to Your Business: Dating and Relationship Advice Your Partner Wished to Give You.

Jun 23, 2023

Dealing with Constant Change, Increased Complexity & Uncertainty

and why it might feel like ADHD

Feb 3, 2023

Dealing with Constant Change, Increased Complexity & Uncertainty

Feb 3, 2023

2023: The Year of Hope

Well, hello… 2022 is about to end, and … this is the first and potentially the last piece I am writing this year. Well, 2022 happened, you…

Dec 10, 2022

2023: The Year of Hope

Dec 10, 2022

2022 is Coming: What Is in Stock?

A couple of days before 2022 hits the fan… oh sorry.. starts, it is a perfect moment to set some expectations for the year to come.

Dec 29, 2021

2022 is Coming: What Is in Stock?

Dec 29, 2021

The Why

In 2017, at one of the last sessions I had with my first coach, we were working on helping me to find my purpose, to find my path. He…

Oct 19, 2021

The Why

Oct 19, 2021

How To Make Sure Your Company Gets The Most Out of Executive Coaching

Imagine this: Anna, the founder of a Series A startup, bounces out of her coaching session feeling great. It seem to have given her the…

Sep 20, 2021

How To Make Sure Your Company Gets The Most Out of Executive Coaching

Sep 20, 2021

ADHD is a Superpower (especially for Entrepreneurs)

Before you read this article, I ask you to read these Disclaimers. Please keep in mind that:

Jul 27, 2021

ADHD is a Superpower (especially for Entrepreneurs)

Jul 27, 2021

Matching Coaching Clients with Coaches: Questions to ask

I get this question quite often: “How do I find a coach?” And I get the complexity behind it: different coaching schools, different…

Jun 28, 2021

Matching Coaching Clients with Coaches: Questions to ask

Jun 28, 2021

Gentle Achiever

or How to move forward without a burnout

Apr 28, 2021

Gentle Achiever

Apr 28, 2021

Old parts of self

For quite a long time in my life, I have been the “CEO.” The CEO is not just a job. This is a way of thinking.

Apr 6, 2021

Old parts of self

Apr 6, 2021

The Monetary Value of Coaching, its ROI, and how to maximize both

When a client or a company-client first time look at coaching as a growth instrument, they ask themselves a valid question: What will I…

Mar 29, 2021

The Monetary Value of Coaching, its ROI, and how to maximize both

Mar 29, 2021

Magic Pill from Coach

Very often, a client comes to a coach for an answer, not for the coaching process. Something grows inside, breaks through to the surface…

Mar 14, 2021

Magic Pill from Coach

Mar 14, 2021

Leader’s path in 2021: Learning of the first 1,5 months

I haven’t written for a while.

Feb 14, 2021

Leader’s path in 2021: Learning of the first 1,5 months

Feb 14, 2021

The New Beginnings of 2021

New Year’s Eve, 31.12.2020. I stood on a rooftop in the middle of an Italian city with a glass of Champagne in my hand. As soon as the…

Jan 5, 2021

The New Beginnings of 2021

Jan 5, 2021

One Thing to Do Before 2020: Declutter

It is December 30th, 2020, and your life might look like a scene from the “Gone in 60 Seconds” movie. So much to do in so little time. Yet…

Dec 30, 2020

One Thing to Do Before 2020: Declutter

Dec 30, 2020

Trends of 2021: Executive Coach Perspective

2020 Recap and 2021 predictions

Dec 23, 2020

Dec 23, 2020

Olga Skipper

Olga Skipper

Executive coach and Advisor for Tech Founders and Entrepreneurs. Asking uncomfortable questions. http://olgaskipper.com

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