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This conversation is for you if…
You’ve done everything right, yet it still feels harder than it should.
You are working, but not progressing the way you expected.
You are earning, but financial freedom still feels distant.
You are making decisions under pressure, unsure if they are helping or quietly holding you back.
This session is designed for immigrants who want to stop reacting and start making intentional career and financial moves in Canada.
What We Will Explore In This Webinar
1. Redefining Career and Financial Freedom
• What financial freedom actually means in Canada
•Why chasing income alone often leads to burnout and regret
•How employers interpret career moves, gaps, and transitions
2. Strategic Career Transitions
• When to stay, when to move, and when to pivot
•The hidden cost of rushed career decisions
•Titles, roles, and industries that quietly limit future options
3. Financial Decisions That Support Career Growth
• How financial pressure shapes career urgency
•Structuring your finances to support patience and strategy
•Avoiding decisions that solve today’s problem but create tomorrow’s constraint
4. Seeing and Preparing for Opportunities
• Understanding timing in the Canadian market
•Preparing before opportunities appear
•Moving from survival thinking to intentional
By the end of this session, you will:
- Have a clearer understanding of how your career and financial choices interact
- Be better equipped to evaluate career transitions with confidence
- Understand how to reduce financial pressure without limiting growth
- Gain language and perspective to make decisions with less fear and more clarity
This is about designing your path, not copying someone else’s.
This is not a motivational talk. It is not investment advice. It is not generic career coaching.
It is a thoughtful, grounded conversation led by professionals who understand:
- The immigrant experience
- The Canadian career landscape
- The real tension between earning, growing, and building stability
Meet Your Speakers
About The Speaker — Oluwasegun Makinde
Oluwasegun Makinde is a distinguished scholar, executive leader, and wealth strategist with a career spanning global organizations including Shell, ExxonMobil, Imperial Oil, and the Canadian Mortgage and Housing Corporation. He built a strong technical foundation as a data scientist and machine learning engineer, contributing to complex, large-scale initiatives across multiple industries.
He later transitioned into the wealth management industry, where he has established himself as a seven-figure annual income earner. In 2025, his organization generated over $5 million in revenue, with his personal earnings placing him among the top income earners in North America.
Makinde is widely recognized for his ability to bridge technical rigor with executive leadership, his influence in mentoring high-performing leaders, and his work in guiding individuals toward financial independence.
A faith-based leader, agile investor, and committed business builder, he is deeply invested in team development, strategic problem-solving, and creating lasting, meaningful impact.
About The Speaker — Imoleayo Ashogbon
I’m an HR expert and career coach with over 14 years of experience, and I’ve helped over 1,000 professionals secure and keep their jobs in Canada.
I’ve also worked with CEOs, executives, and Fortune 500 companies to streamline their HR and hiring processes, so I know firsthand what works and what doesn’t.
I’m currently the director of HR and Organizational change at Luminous and an HR Instructor at the University of Calgary.
In this webinar, I’ll be sharing the exact strategies you need to land high-paying jobs in Canada.
Moderator — Adedoyin Raheem
With over 15 years of experience with various multinational companies in Agile and Waterfall methodologies, he is known for delivering high-quality outcomes while effectively leading and managing diverse projects. He is passionate about leading, empowering, and motivating cross-functional teams, driving projects from initiation through completion while ensuring alignment with overall strategic objectives.
His expertise includes Project Management (Agile & Waterfall), strategic planning, process improvement, cost estimation, dependency and risk management, information radiation, continuous improvement, change leadership, and human-centered design.
Doyin is a licensed financial professional helping individuals and corporations develop financial strategies for wealth creation, with a career goal of delivering long-term value through ethical, client-focused financial solutions.
Imole's personalized coaching boosted my confidence and helped me land my dream job in Canada. Highly recommended!
The support and nurturing environment provided helped me excel in interviews and secure a great job offer. Truly transformative Coaching! Thanks Imole!
I just want to say thank you for everything you are doing to give back to the community. I joined the last interview session you organized, applied the tips and was able to get the job.
During tough times, I received the support I needed, offering wisdom and guidance that led to a brighter future.
Hi Imole, Amara here. Just came in from your very informative webinar. Great job you're doing and looking forward to chatting with you some more on the one-on-one.
Good Afternoon, Imole. I joined the webinar class this morning, and I want to express my gratitude for the knowledge you shared. It was truly impactful, and I learned a lot. Also, I wanted to confirm that I have made the payment for the course. Thank you once again for your time and dedication.
Hi Imole, I partook of your webinar today and I am poised to engage in your course to land my dream job in Canada. I love how you engaged us and you've really got some powerful stuff. God bless you.
Yesterday's webinar was indeed insightful. I'm so happy I joined.
Hello sir, my name is Clariss. And I was just in the concluded session you had. When you began speaking about the course I was saying to myself, "oh I need this but I definitely would not be able to afford it now. Let me finish my MBA school fees. Until I heard the price. Thank you for making it so affordable
Thanks, Coach Imole, for your time.. pls what impact will the recent announcement by the Canadian government to reduce the number of foreign workers?
Thank you so much Coach Imoleayo. Been trying to get get your attention because your content on IG struck me more than any other I have seen. I like the balanced approach and strategies shared today and am glad I registered for this. You did not only unpack strategies, you also encouraged me a lot here. I am signing up for the self paced course.God bless you