
Introduction:
You wouldnât normally think that a creative team name could rewrite the trajectory of someoneâs career. But for Charles Wilkins, this was the catalyst for an unexpected career shift.
It started out as a lighthearted touch during BMOâs Destination Digital event: a quirky, pun-filled team name that was featured on the eventâs Viva Engage channel. Little did Charles know that this detail would capture the attention of his director. With over 400 employees involved, across Technology & Operations, Charlesâ knack for creative designs and infusing an element of fun into his work kindled something larger â a career transformation of his role within one of North Americaâs largest banks.
Watch this video our Onova team made recapping Destination Digital 2024 at the brand new BMO Academy building:
From Team-Building to Transformation: Charles' Journey 5 Months Later
Reflecting on his journey since the event 5 months ago, Charles shares how a fun, culture-building team exercise grew into a career-defining moment.
From Team-Building to Transformation: Charles' Journey 5 Months Later
Reflecting on his journey since the event 5 months ago, Charles shares how a fun, culture-building team exercise grew into a career-defining moment.
1. Charles, you mentioned things at BMO have been "turned upside-down" since Destination Digital. Can you tell us more about how your role has changed and what that transformation has been like for you?
ââTurned upside-downâ really captures it,â Charles reflected. âLess than a year ago, I was in a mostly operations-focused role. Since then, my day-to-day has shifted toward a blend of tasks, thanks to my manager and the experience I took away from DD24. Now, Iâm balancing traditional project work with more creative and communication-focused projects. Itâs been a wild ride, and it all stemmed from a moment of creativity from the hackathon.â
2. Your boss saw the otter and communication tools you created for DD24. How has that reshaped your day-to-day work?
âIt reshaped it in ways I never saw coming,â Charles shared. âA large portion of my work now involves communications and graphics, areas I never thought Iâd explore professionally. Itâs like discovering an entirely new facet of myself â one that Iâm still getting used to.â
3. Now that youâre splitting your time between working on a virtual agent and doing creative work, how do you balance these two very different roles?
âItâs honestly a juggling act, and some days itâsâŚfrantic,â he noted. âBalancing these roles is something Iâm still learning. Switching gears on the fly has become second nature, especially when I have to jump from project work to creative brainstorming.ââ
4. You mentioned that Destination Digital "completely altered" your career path. How has this switch impacted your outlook?
Reflecting on the journey, Charles added, âCredit goes to my director, Alice. She looked at what DD24 brought out in me and opened the door to this new journey. My whole outlook has changed â I thought I had a clear direction a year ago, but now I see endless possibilities.â
âDestination Digital truly has broadened my horizons a great deal and helped me find a better way of looking at my career direction. I can steer my career in completely different directions and now actually have the options open to do just that!â
5. For those considering participating in hackathons like Destination Digital, what advice would you give?
âJust do it! Donât make excuses as to why you shouldnât sign up. Take the leap of faith and see where it takes you. This isnât just for hackathons, itâs for everything in life and in work. If thereâs something you see that you want to do or try, throw your hat in the ring and go for it. Youâll never know where it might take you!â

Kaitlyn's Transformation: Confidence, Skills, and a New Perspective
Charles wasnât the only one whose professional outlook had been reshaped. Kaitlyn Pritchard, a Senior Technology Experience Analyst, shared her own transformation â a story of renewed confidence, broadened skills, and a redefined approach toward problem-solving.
1. Looking back at Destination Digital, what stands out to you as the most significant change in your approach to problem-solving at BMO?
âNot being afraid to express my opinionâ Kaitlyn reflected. âI was too intimidated to participate in Destination Digital the last time it was at BMO because I didnât have a technical or coding background. By taking the plunge and participating this year, I realized that different types of skillsets are required to solve a âtechnicalâ problem.â
âEveryone sees the problem from a different angle and can make meaningful contributions to the overall solution. That is something Iâm bringing to my day-to-day work now.â
2. How did collaborating with colleagues from different departments and areas impact your experience and understanding of cross-functional innovation at BMO?
âI loved collaborating with team members from different areas! It was so interesting to connect with people from other departments and learn about their backgrounds and the type of work they did.â
âEven though we were all under the same Line of Business, I had no idea that some of these different roles existed and what they did. It was great making these connections and having people that we can reach out to for help in the futureâ.
3. Did Destination Digital equip you with new skills or insights for your current role?
âAbsolutely. I picked up a lot from Onovaâs UI/UX fundamentals and Pitch Like a Pro workshop. Iâm constantly applying these insights in my day-to-day work, especially as we create, present and market training materials. Those insights and tips that I picked up from the workshops have really been invaluable.â
4. How has your personal and professional outlook shifted since Destination Digital?
âSeeing my contributions take shape in real-time was huge for my confidenceâ Kaitlyn shared. âIt made me realize that I have something to contributeâ.
âThe experience also reinforced the importance of collaboration. That amazing results canât be produced in silos, and that teamwork is always the better approach. This is a mindset that Iâll carry with me moving forward in all the projects Iâm involved inâ.
5. Finally, what would you say to others who are hesitant about joining a hackathon/innovation sprint?
âItâs scary to take the plunge, but at the end of the day, itâs not life or death. Itâs not possible for anything bad to actually happen to you!â
âYouâre going to learn, youâre going to network, youâre going to grow and youâre going to have fun â even if your team doesnât win! Only positive things will come out of participating.â

Through Charles and Kaitlynâs experiences, we see the ripple effects of events like Destination Digital â which offer a platform for creativity, collaboration, community and a willingness to embrace change.
At Onova, we believe that every âInnovatorâ and hackathon participant has the chance to discover and develop their creative gifts. And, like Charles, you never know how a seemingly small moment (such as a team-building activity) could transform your day-to-day work and alter your overall career!

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