Olga Skipper

EXECUTIVE COACH & ADVISOR

Lead with clarity,  courage & empathy

As an executive coach and advisor I partner with innovation and startup leaders focused on growing themselves and fulfilling their life’s vision by building remarkable companies. I help individuals when they are called to find fresh ways of thinking and step into new roles in business and life.

PATH TO COACHING

Prior to coaching, I have been a startup and an agency founder, and an executive at every possible stage of company growth.

PREVIOUS EXPERIENCE INCLUDES:
SPB Software, Yandex VP, Swisscom Innovation Outpost, Skyroam Global VP and MD EMEA, committed Techstars Mentor, 2hearts Community Coach and Mentor

SELECTED CLIENTS
Rasa, Mister Spex, Inkitt, SpeedInvest, Accenture, S16VC, May&Co, Inficon, Tenjin, dlthub, MA Family and more

SERIAL EXPAT
Grew businesses in the USA, Singapore, Switzerland, Austria, Germany, Russia.

HOW DID WE GET HERE?

SAME TABLE, DIFFERENT SEAT

As a coach and advisor, I serve serial founders and ambitious tech leaders that deal with high complexity and uncertainty. I have mentored, advised and coached over 200 individuals and teams, helping them navigate through various stages of transformation and growth.

EXECUTIVE COACH PROFILE

MY EXPERIENCE AS A CLIENT

I started my coaching journey as a client, at a moment of change. I learned my leadership style in-depth and became a leader that gives power to her team. I grew from being a restless achiever into a strategic thinker.

AND THAT LED ME TO COACHING AS MY PROFESSION…

Prior to coaching, I have been a startup and an agency founder, and an executive at every possible stage of company growth. I walked the path from pre-seed to acquisition and IPO, and I know how each stage feels.

I have mentored, advised and coached over 200 individuals and teams, helping them navigate through various stages of transformation and growth.

FOR WHOM?

CORPORATE INNOVATION AND INVESTMENT LEADERS,
that are bridging the traditional corporate and unstructured innovation world

ENTREPRENEURS
AND BUSINESS OWNERS, especially those
with immigration
background

ENTREPRENEURS
AND BUSINESS OWNERS, especially those with immigration
background

SERIAL FOUNDERS AND THEIR C-LEVEL EXECUTIVES
of international cross-cultural organizations

CORPORATE INNOVATION AND INVESTMENT LEADERS,
that are bridging the traditional corporate and unstructured innovation world

SERIAL FOUNDERS AND THEIR C-LEVEL EXECUTIVES
of international cross-cultural organizations

I have a very unique and eclectic coaching style that I created by constantly asking myself a question

«what do my clients need to move them forward?»

CHALLENGES AND NEEDS

Transitioning yourself into a new business and life chapter

Transitioning your business into
a new chapter

Expediting ongoing growth and transition

Crafting a strategic approach
to leadership

And many more…

Getting unstuck
on the current path

Solving leadership, ownership and investor conflicts

book a Chemistry Call

BOOK A CHEMISTRY CALL

HOW DO I OPERATE?

COACHING APPROACH

TAILORED APPROACH WITH A FOCUS ON A BIGGEST PICTURE

Any knowledge that I acquire as a coach I tailor to the realities of the Tech and Startup Industry.

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COACH IN THREE  LANGUAGES

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English, German, Russian

EXTENSIVE COACHING QUALIFICATION

SPECIALISATION ON GLOBAL  TECH AND INNOVATION

Gained five certifications and continue learning:

Certified Organisational and Executive Coach (3CP), Columbia University (ACI, ICI)
Mindfulness-Based Stress Reduction, UMass Chan Medical School
Psychopathologie für Coaches, Coaching Spirale GmbH
Designing Talent Coach, Autoris
Non-directive management and Coaching, Coaching Institute

I may combine roles of a coach, mentor or consultant depending on your specific case.

SUCCESS STORIES

INDIVIDUAL CLIENTS

Collaborating with Olga has been an invaluable experience that provided me with both stability and a solid foundation. Through her coaching, I was able to explore all facets of my life — from personal to professional, and even familial— in a holistic manner. What sets Olga apart is not only her shared DNA, but also her innate ability to provide profound insights and adeptly navigate complexity. Throughout our journey together, Olga seamlessly integrated into my personal support network, enabling me to progress confidently and avoid common pitfalls. She truly became an indispensable member of my team, ensuring success in areas where failure seemed all too likely.

Kirill Kasimskiy (USA)

I reached out to Olga because I thought I needed a professional opinion and some advice on how to progress. Olga, helped me reflect upon my current situation and myself to better understand what I really want. She didn’t uncover anything new but helped me to discover what’s always been there. That was eye-opening for me. All of that happened in a great atmosphere. I immediately felt a trustworthy connection and honest warmth that came straight out of her passion. After our conversation, I felt relieved and motivated, ready for whatever was supposed to come next.

Jonas Pauli (Germany)

Working with Olga, I've achieved challenging personal objectives, found the right path for my business, and started my awakening journey. Her method helped me to look deeper inside me, got the answers I always had but couldn’t reach them before. I am happy with the results of our practice with Olga and always recommend her to my friends and partners if they need to make any life-changing business or personal decisions.

Anastasia Loureiro (Portugal)

With Olga I'm constantly impressed with the deep insights that she can lead me to with just a few really good questions. Some of those might be hard to face to begin with, but they always left me in a better place, friends and partners if they need to make any life-changing business or personal decisions.

Mikko Koskinen (Finland)

My main criteria was having a coach who had operated a company and managed people so that she would understand my journey. Olga fit that and more. She was patient, empathetic, allowed me to be myself and helped keep me on track towards my goals. I had many mini breakthroughs, especially on topics that I wouldn't have ordinarily thought deeper about. She enabled me to see more clearly on my known unknowns and to uncover the unknown unknowns.

Gwendolyn Regina Tan (Singapore)

HOW I CAN HELP?

SERVICES

BOOK A CHEMISTRY CALL

INDIVIDUAL COACHING

Founder & Business Owner Coaching 

C-Suite/VP Coaching

Investor Coaching

ADVISORY

People DD

Innovation Strategy

Internationalisation Strategies 

People Strategy

GROUP COACHING

Founder Team Coaching

Executive Team Coaching

Mastermind Groups & Circles

Mediation

Workshops & Trainings

PUBLICATIONS

The Power of Unlearning for Later Stage- and Serial Founder

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...

When we embark on the founding journey for the first time, we are usually in our twenties...

LET’S MEET

Take the first step and book a «Chemistry Call»

This informal session allows us to connect and determine if we're a good match, while I address any questions you may have. Together as a team we choose the best format for the coaching process.

If at this stage I understand, I am not the right coach for you, I am happy to recommend specialists and experts who can help solve your problem.

Duration: 25 minutes.

BOOK A CALL

This informal session allows us to connect and determine if we're a good match, while I address any questions you may have. Together as a team we choose the best format for the coaching process.

Duration: 25 minutes.

ANY QUESTIONS?

FEEL FREE TO ASK ANY QUESTIONS

EMAIL

hello@olgaskipper.com

SOCIAL

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