EMPOWER - TRANSFORM - STRATEGIZE

shaynaosterer.com
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  • Meet Shayna
    • About Shayna
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Hi! I'm Shayna

My Career Has Been a Dream

With more than 20 years in the workforce, I have experienced a bit of everything. From strategic management consulting, operations, marketing,  management, retail,  food and hospitality, healthcare, national expansions, start-ups, app development, renovating, decorating and designing, and more, I've loved it all. 


Getting an Executive MBA and Bachelor of Science in Ottawa and a marketing diploma in Toronto Ontario has allowed me to help many small businesses and start ups grow across Canada, while building my side hustles of cookies and cakes.


Along the way I learned that my passion lies in helping others build their dreams to success and my unique path has made me a well-rounded professional and business coach.


I understand different pain points in business. From hiring, buying, training, designing, IT, change management, expansions, strategic planning, customer service, sales and everything in between. 


With years of grinding and growing, it is my honour to share some of my learnings and to empower others to transform their business and life. 


If you’re serious about elevating your business I want to hear from you, even if it's just a brainstorming session, those are my favourite. 


I’m truly looking forward to working with you soon. 


- Shayna 

Learn If Shayna is The Right Coach For You

Book A Discovery Call

My Coaching Style

Strategic, Empowering, Transformational

I do more than just listen. 


I ask the right questions to shift your mindset and give real strategies you can use today. My approach blends thoughtful coaching with business advisory to help you:

  • Improve daily operations
  • Build long-term strategies
  • Grow and retain your client base
  • Stay grounded and take care of yourself

 

I’m here to challenge your thinking, support your growth, and walk with you through the ups and downs of running a business, whether it's online or face-to-face. It’s coaching with heart, backed by business know-how.

Who I Work With

  • Startups & Early-Stage Entrepreneurs – Turning ideas into clear, actionable plans.
  • Established Business Owners – Scaling strategically, streamlining operations, and increasing profitability.
  • Executive Leaders – Strengthening leadership skills, improving team performance, and leading organizations to greater success.
     

From first-time founders to seasoned leaders, my clients all share one thing in common, they’re ready to grow, ready to lead, and ready to see results.

Why Work With Me: MBA-Trained Business Coach & Strategic Adv

Real-World and Academic Expertise

Executive Leadership and Team Development

Hands-On Business Growth Experience

I’m an MBA-trained business coach and advisor with a proven track record of helping entrepreneurs and executive leaders grow, scale, and lead with confidence. I’ve helped builed a 7-figure business, doubled revenues, and led national expansions, giving me firsthand insight into the challenges and opportunities you face at every stage. 

Hands-On Business Growth Experience

Executive Leadership and Team Development

Hands-On Business Growth Experience

 From scrappy startup founder marketing on a shoestring budget to guiding established leaders through scaling and operational transformation, I know what it takes to create results. I combine strategic thinking with practical, hands-on execution to help you get measurable outcomes, faster. 

Executive Leadership and Team Development

Executive Leadership and Team Development

Executive Leadership and Team Development

 I work closely with executive leaders to strengthen leadership skills, improve team performance, and optimize day-to-day operations. The result? Healthier, more profitable organizations and leaders who feel confident guiding their teams to success. 

Let's Connect

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What Does a Business Coach Help With?

Supportive, Strategic Guidance for Small Business Owners & Entrepreneurs

Business coaching is more than just strategy, it’s a partnership built on understanding, accountability, and growth. Whether you're navigating a big transition, feeling stuck, or ready to reach new levels, coaching provides the clarity and structure to help you move forward with confidence.


With Shayna’s personalized approach, you’ll receive compassionate guidance, practical tools, and insights tailored to your unique business. Together, you’ll:

  • Overcome challenges that have been holding you back
  • Streamline operations and improve daily decision-making
  • Develop a clear, achievable growth plan
  • Increase profits and client retention
  • Stay focused, motivated, and aligned with your vision
     

If you're a small business owner or entrepreneur looking for real support, this coaching offers a path to sustainable success and renewed energy in your business journey.

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