At Your Career Story, we empower you to define your career aspirations and transform your experiences into a narrative that drives results. We believe in crafting stories that inspire confidence and help you take control of your career path with authenticity and purpose.
Who You’re Working With
Rina Whittaker, Founder
Welcome — I’m Rina Whittaker.
Product leader, founder, and career strategist. I help professionals tell the story that gets them to their next chapter.
My Background
I’ve spent over 20 years building products and leading teams at start-ups and scaling tech companies across FinTech, Entertainment, EdTech, and MarTech. From early SaaS platforms to personalization engines and cross-platform ecosystems, I’ve worked at the front lines of innovation — translating complex problems into scalable, user-centered solutions.
At the heart of my career is a passion for creating products that reshape the way we work and live. I've had the privilege of working on impactful business and consumer products, always grounded in a deep commitment to understanding user needs. My journey began by developing scheduling tools for a new Healthcare product line, an experience that taught me the importance of addressing real user challenges. This was the start of an exploration across industries, where each domain revealed unique insights and opportunities to spark positive change through technology.
Over the years, I've been fortunate to contribute to innovative products and to work with emerging technologies that have since become industry standards, such as early SaaS, personalization, advanced analytics, cross-platform experiences and identity services. Whether recruited by founders or brought in by the C-suite, my focus has been consistent: build differentiated products, lead high-performing teams, and drive meaningful transformation.
What I Believe
Over time, I realized something: no matter how strategic the product or polished the pitch, what really drives momentum is story. The ability to position a message clearly, connect with the right audience, and adapt as you grow …that’s what sets people apart.
That insight led me to create Your Career Story: a platform that helps professionals shape the narrative behind their career journey. And use it as a tool for clarity, direction, and growth.
What I Do Now
Today, I help ambitious professionals craft compelling narratives that position them for leadership, specialization, or career shifts. Through 1:1 coaching and strategic tools, I guide people to:
Clarify what they bring to the table
Align their experience with their goals
Communicate their value in a way that resonates
My approach blends product thinking with storytelling, and it's designed for professionals who want to power-up their professional identity.
I believe that every career journey is unique. I help you craft a narrative that not only reflects your strengths and aspirations but also positions you to achieve your next career milestone with confidence. I will guide you to harness your experiences and use them as a foundation to grow and thrive.
And Still... the Product Builder in Me Remains
While coaching is a core focus, my love for product hasn’t gone anywhere. I’m actively exploring new problems to solve—especially where technology can simplify decision-making, empower users, and create meaningful impact.
At the center of everything I do is this: empowering others to move forward with confidence, clarity, and purpose.
Here are a few key works that from Rina on product management, leadership, and the importance of curiosity in the field.
Accelerating Equity in Science: LinkedIn Article - This article captures what I shared at the Global Women’s Breakfast held at Western University hosted by the Faculty of Science.
Product AMA: Youtube Video - In this video, Rina provides insights on the mentorship of product managers, discussing effective ways to guide and develop talent in the field.
PM Hub Podcast: Podcast Episode - In an episode titled "Leading with Curiosity," she explores the value of curiosity in product leadership and how it positively influences team dynamics and product innovation.
"Leading with Curiosity": LinkedIn Article - This article highlights the importance of curiosity in leadership and coaching, emphasizing that leading with an open mind fosters learning and skill refinement.
"A Clear and Present Vision": LinkedIn Article - Rina discusses the essentials of setting a clear vision and aligning teams around it, stressing the importance of clarity in driving collective goals.
"Transformation: Driving Purposeful Change": LinkedIn Article - Here, Rina examines the role of purposeful change in organizations, providing insights on how to lead and manage transformation effectively.