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Leadership Coach, Entrepreneruship

Turn Challenges into Opportunities, Ideas into Success

Personalized coaching for ambitious professionals, executives, and entrepreneurs looking to lead with impact, build thriving businesses, and accelerate growth

Leadership Coach, Entrepreneruship

A Business Coach
with Real World Experience

With almost a decade of leadership and entrepreneurial experience, I help professionals and founders navigate challenges, scale their businesses, and lead with clarity and confidence.

I’m Oleksandra Gipsh, an executive and leadership coach with a global mindset and a passion for helping entrepreneurs and leaders thrive. Over the past decade, I’ve built and scaled businesses across different countries and languages, gaining firsthand experience in the challenges of leadership, remote management, and business growth.
 

My entrepreneurial journey started at 25 when I launched my first company—one of three I’ve successfully built across two industries. By 30, I had scaled a company to 30 employees and over $5 million in annual revenue, navigating mergers, acquisitions, and international expansion. Living abroad for over 10 years has shaped my ability to adapt, connect, and lead diverse teams.
 

Beyond business, my background in sociology and certification in Cognitive Behaviour Therapy (CBT) allow me to bring a deep understanding of human behavior to my coaching. Whether it’s guiding executives through leadership challenges or helping entrepreneurs scale, my approach is strategic, data-driven, and people-focused.

My expertise

With over eight years in leadership roles and seven as an entrepreneur, I combine analytical precision with strong people skills. Here’s what I bring to the table:
 

  • Leadership & Team Management – Proven success in leading and growing international teams, from small startups to 30+ employees.

  • Remote & Global Business Strategy – A pioneer in remote management, having built and scaled fully remote companies from day one.

  • Entrepreneurial Growth & Scaling – Experience in scaling businesses across industries, including mergers and acquisitions.

  • Sales & Business Development – From cold outreach to conference-stage pitching, I have a hands-on approach across the entire sales funnel.

  • Marketing & Branding – A marketing and branding expert with a strong track record in positioning businesses for success.

  • Data-Driven Decision Making – A numbers enthusiast (yes, I love Excel!), skilled in analysis and financial strategy.

  • Keynote Speaker & Thought Leader – Regularly speaking at events on remote work, leadership, and entrepreneurship.

Services

Services

Ola Gipsh, leadership coach

Leadership &
Executive Coaching

For managers and executives refining their leadership and growth strategy

🔹 Stepping up into leadership position

🔹 Leadership identity & style

🔹 Professional strength & weak points
🔹 Effective communication & influence
🔹 Career clarity & advancement 
🔹 Career change

🔹 Emotional intelligence 

🔹 Stress Management & Resilience 

🔹 Delegation & building a team

🔹 Coping with decision fatigue 

🔹 Bi-weekly 45 mins sessions & accountability

Entrepreneurial
Kickstart Coaching 

For new entrepreneurs building strong foundations for a successful launch

🔹 Building a company from scratch

🔹 Market research & validation

🔹 Business model & strategy
🔹 Business canvas
🔹 Preparing business plan
🔹 Operational foundations

🔹 Go-to market plan

🔹 Sales funnel

🔹 Customer acquisition plan

🔹 Managing uncertainty & fear of failure

🔹 Bi-weekly 60 mins sessions,accountability, SMART goals, OKRs

Scale Up
Master Coaching 

For business owners optimizing, expanding, and scaling for long-term success

🔹 Expanding business

🔹 Growth strategy & scaling models

🔹 Team & leadership development
🔹 Funding & finance strategy
🔹 Preparing business plan
🔹 Optimizing operations & Automation

🔹 Sustainable Business Growth

🔹 Building new revenue streams

🔹 Delegation & building a team

🔹 Stress Management & Founder Burnout Prevention

🔹 Bi-weekly 60 mins sessions,accountability, SMART goals, OKRs

2+ years of entrepreneurship required*

Testimonials

Testimonials

Testimonial, career growth

"Ola played a key role in my career growth, offering invaluable guidance and support that helped me develop both professionally and personally. Any team would be incredibly lucky to have her at the helm! Her leadership and organizational skills are truly outstanding—she navigates challenges with ease, keeps the team aligned, and fosters a collaborative, productive environment. Beyond that, her soft skills make all the difference. She is approachable, empathetic, and someone I could always trust with both professional and personal matters"

Maria B., Head of Strategic Partnerships

See how professionals and entrepreneurs have transformed their careers and businesses with my coaching

Ready to Take Your Career or Business
to the Next Level?

Let’s build a strategy that works for you.
Book a session today and start seeing results

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Let’s Connect.

Follow me on LinkedIn or reach out directly for any inquiries

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