Jenna Dsouza
Senior Associate, Client Experience Operations - Instructional Design @Wealthsimple
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WORK HISTORY
Senior Associate, Client Experience Operations - Instructional Design @Wealthsimple
Toronto, ON, CA
Working on various Enablement initiatives to support the Client Experience team in raising the bar and becoming our clients’ primary investing relationship. Responsible for the design and development of compelling learning activities and course content as well as continuous improvement, day-to-day maintenance and upkeep of these programs for Client Experience. • Partnering with subject matter experts to develop learning content in key areas, leveraging data to identify opportunities and implement solutions to optimize the Enablement program with a clear understanding of impact, risks, and trade-offs• Engaging with stakeholders across the Client Experience team to ensure they are informed on initiatives that impact them and their team, have trust in the Enablement program, and can speak to its importance and impact• Designing and managing the onboarding curriculum for new hires, administering the company’s internal learning management system and connecting with stakeholders to identify skill gaps and opportunities across our teams.
EDUCATION
York University
Bachelor of Arts (B.A.), English Language and Literature, General
York University
Bachelor’s Degree, Education
SKILLS
ABOUT JENNA DSOUZA
With 10+ years in Learning & Development and a foundation in teaching, I approach learning with empathy and intention. I believe learning should feel engaging, intentional, even enjoyable. That belief shapes everything I build.I’m known for bringing structure to ambiguity and designing creative, out-of-the-box solutions that go beyond the expected. Whether I’m acting as a strategist, designer, writer, or builder, I take full ownership of the work—ensuring it’s not just delivered, but done right.My work sits at the intersection of strategy and craft. I design clean, elevated learning experiences, push beyond traditional tools, and experiment with “vibe coding” to create immersive, modern interactions. Speed is a strength, but never at the cost of quality.As L&D shifts, I’m especially focused on where the real value is moving: judgment, creativity, and systems thinking. I use AI to accelerate execution, but my strength lies in knowing what works—and what doesn’t.I’m not here to just build learning. I’m here to design experiences people actually want to engage with and make a lasting impact.
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