Top-rated career coaches in Regina
Here are the leading career coaches working with professionals in Regina. Each has been assessed for expertise, clear communication, and a strong track record of client success.
Dr John O'Dwyer
Leadership Coach
Leadership consultant, author, educator, and creator of the GettingItDone Toolkit. Known for blending practical wisdom, academic rigour, and humour, he helps teams and executives align vision, execution, and culture to deliver measurable results.
Sasja Winkels
Career Transition Specialist
Are you feeling stuck or unfulfilled in your career? Unsure which direction will truly energize you? I support professionals in finding the right career path and turn that into a realistic plan, so they can move forward with confidence, purpose, and momentum. With a background in HR and certifications in transformative coaching and yoga, I combine a holistic approach with very practical support. Once your direction is clear, we work on the steps that make change happen: building self-trust and resilience, removing inner and outer obstacles, and taking consistent action. 💼 And because clarity alone isn’t enough, I also support you with proven job-market strategies: creating a standout personal brand (CV, LinkedIn, USP), leveraging networking to access opportunities, crafting strong applications, and interview training that helps you stand out. ♥️ If you’re ready to step into a more fulfilling career, let’s talk! 🌐 You can read more about me and my coaching on my website: www.sasjazwinkels.com.
Benicia Jeulin
Leadership Coach
I am a leadership and career coach with a background in recruitment. I help professionals break through limiting beliefs and blockers to unlock their full career potential.
Michelle Hillier
Self-discovery Coach
As a TEDx speaker, educator, and published author, I've spent over two decades helping people unlock their hidden potential through movement, creativity, and radical self-discovery. From captivating large crowds to intimate coaching sessions, I've helped millions reclaim their power and move beyond their limits. I'm all about creating safe, transformative spaces for people to reconnect with their inner flame.
Working in Regina
Employment Landscape
Job seekers in Regina are entering a labour market that continues to grow but also comes with strong competition. As of late 2025, employment in Regina has risen 5 to 6 per cent compared with the previous year, driven by gains in sectors like health care, construction, professional and support services, and transportation. Major local employers include Crown corporations such as SaskEnergy, SaskTel, and SLGA, along with private entities like the Co‑op Refinery Complex and ISC, which are known for stability and often advertise openings. Regina’s tech startup scene is emerging, with companies like Ground Truth Agriculture and Offstreet ramping up hiring in AI, software engineering, and product roles. At the same time, organizations such as REAL are restructuring and cutting senior roles, signaling that not every part of the economy is expanding.
Dominant Industries
Typical Roles
Hiring Patterns
Recruitment is strongest in healthcare, construction, and emergent tech, including ag‑tech and software startups backed by accelerators. Crown utilities and public bodies tend to offer steady openings, while some parts of the public events or cultural sector, such as REAL, are contracting.
"You will find real openings here — especially in health, trades, and energy — but you are not alone in hunting them, and momentum can shift fast."
Career developments in Regina
Recent news and trends shaping the job market in Regina. Stay informed about opportunities in your area.
Last available update: April 5, 2026
Saskatchewan Workforce Investment 2026 Focuses on Skills Training and Economic Growth
Saskatchewan announced a workforce investment of nearly $125 million aimed at enhancing skills training and economic growth. This initiative will focus on education and employment programs, potentially benefiting job seekers and employers in Regina by addressing local workforce needs and improving job readiness.
Moose Jaw dumps Regina Pat Canadians into a must-win Telus Cup matchup | Regina Leader Post
The Regina Pat Canadians faced a setback against Moose Jaw, resulting in a must-win situation for their upcoming Telus Cup matchup. This outcome highlights the competitive landscape of youth hockey in Saskatchewan, which can impact local sports-related jobs and community engagement in Regina.
Regina Pat Canadians breeze past Thunder Bay; rival Moose Jaw awaits | Regina Leader Post
The Regina Pat Canadians defeated the Thunder Bay Kings 13-1 in the opening round of the Telus Cup western regional male under-18 hockey playoffs held at the Co-Operators Centre in Regina. The team is set to face their rivals, the Moose Jaw team, in the next round, highlighting local youth sports and potential career opportunities in coaching and sports management.
What is WORK-SELF?
Work Self is a career development system that helps people grow through coaching and daily habit support.
What Work Self provides
- One to one coaching for clarity and momentum
- Software that guides habits and simple next steps
- A structure that keeps progress moving between sessions
Why people choose it
- Builds confidence and better decision making
- Creates steady progress with small daily actions
- Makes career growth feel clear, guided, and achievable
How it works
- 1Meet with your coach to set goals and direction
- 2Follow daily guidance in the software
- 3Build habits that lead to long term improvement
A new way to grow your career
Innovative tools and coaching methods designed to transform how you develop professionally.
Career Audit Tool
Assess your professional path in Regina with our comprehensive 360° audit.
Transition Blueprint
Map your move with structure and real momentum. Step-by-step guidance.
AI-Powered Coaching
Intelligent guidance available 24/7. Get instant answers to your career questions.
Rituals for Growth
Build clarity and confidence with intentional daily habits designed for you.
Personal Brand Builder
Tell your story clearly and powerfully to stand out in the local market.
Coaches available in Regina
We select top coaches who understand the local market dynamics and global career trends.
Dr John O'Dwyer
Leadership Coach
Leadership consultant, author, educator, and creator of the GettingItDone Toolkit. Known for blending practical wisdom, academic rigour, and humour, he helps teams and executives align vision, execution, and culture to deliver measurable results.
Sasja Winkels
Career Transition Specialist
Are you feeling stuck or unfulfilled in your career? Unsure which direction will truly energize you? I support professionals in finding the right career path and turn that into a realistic plan, so they can move forward with confidence, purpose, and momentum. With a background in HR and certifications in transformative coaching and yoga, I combine a holistic approach with very practical support. Once your direction is clear, we work on the steps that make change happen: building self-trust and resilience, removing inner and outer obstacles, and taking consistent action. 💼 And because clarity alone isn’t enough, I also support you with proven job-market strategies: creating a standout personal brand (CV, LinkedIn, USP), leveraging networking to access opportunities, crafting strong applications, and interview training that helps you stand out. ♥️ If you’re ready to step into a more fulfilling career, let’s talk! 🌐 You can read more about me and my coaching on my website: www.sasjazwinkels.com.
Benicia Jeulin
Leadership Coach
I am a leadership and career coach with a background in recruitment. I help professionals break through limiting beliefs and blockers to unlock their full career potential.
Michelle Hillier
Self-discovery Coach
As a TEDx speaker, educator, and published author, I've spent over two decades helping people unlock their hidden potential through movement, creativity, and radical self-discovery. From captivating large crowds to intimate coaching sessions, I've helped millions reclaim their power and move beyond their limits. I'm all about creating safe, transformative spaces for people to reconnect with their inner flame.
Simple, transparent pricing
Invest in your career clarity today.