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Director, CXO

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Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 4 million users who trust us with more than $50 billion in assets.


Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.


We are looking for a dynamic and strategic Director, CXO to lead our elevated client experiences teams at Wealthsimple. With Wealthsimple's commitment to attract new clients—especially those in higher assets under management tiers—this‬ ‭role will be instrumental in launching new services for High Net Worth (HNW) clients. This individual will be responsible for designing, executing scalable solutions and managing multiple teams to: onboard new clients, support clients onboarding to new products, providing support to high net worth clients and supporting our Sales teams. You will oversee the Gold Glove Team, manage the day-to-day operations of the Onboarding Growth Pod, and take ownership of creating innovative processes and solutions that enhance the client experience. You will also oversee the Private Wealth Specialist team and stand up a new high net worth customer support team. The role requires a combination of big-picture thinking, strong leadership, and an obsession with putting the client first. As a key member of the leadership team, you will champion the voice of the client across the organization and partner with Sales, Data Science, Product, Engineering, Operations and Marketing to enable exceptional client experiences in and outside of our products. Our ideal hire is passionate about our clients. You have a strong vision for how we delight our clients at scale as well as the ambition and drive to roll-up their sleeves and help us deliver it.


In this role you will have the opportunity to:
  • Leadership & Team Management: Lead and inspire as a leader of leaders. Foster a culture of collaboration, accountability, and continuous improvement. Ensure teams are motivated, aligned and focused on delivering exceptional client experiences. 
  • Client Excellence: Oversee the development of end-to-end processes. Continuously guide the teams in their development, evaluation, and improvement of the processes to ensure that the client experience is seamless, efficient, and aligned with Wealthsimple’s values. 
  • Experimentation & Innovation: Lead the creation and execution of new experiments designed to test and validate new approaches to client experiences. Manage multiple experiments at once, from ideation to launch, ensuring each solution is scalable and impactful. Utilize forward thinking technologies (AI) to achieve results. 
  • Onboarding Team Leadership: Take responsibility for the Gold Glove Team, as well as adding additional teams to ensure this premium service team delivers the highest levels of care and support to high-value clients. Ensure that this team is adequately equipped with tools, processes, and strategies to provide personalized, top-tier client experiences. Add new team members and evolve the strategy and mandate of this team. 
  • High Net Worth (HNW) Team Leadership: Manage multiple teams that serve different functions across the HNW functions. Design efficient and effective scalable processes for the Private Wealth Specialist team. Work closely with the commercial team on servicing clients collaboratively. 
  • Cross-functional Collaboration: Work closely with marketing, sales, product, R&D, analytics, and CX teams to create solutions that solve client needs, drive business goals, and support future product growth. Work side by side with Tech Lead on end to end solutions both with internal tooling and product enhancements.
  • Process Design & Scalability: Design and implement scalable elevated client processes that are future-proof and adaptable to growing client needs. Strive to create frictionless, efficient systems that will scale with Wealthsimple’s growth while maintaining a high level of personalized service. Design and implement Wealthsimple’s first dedicated support experience for HNW‬ ‭ clients, crafting a “private banking at scale” model that delivers personalized service to‬ ‭ this high-tier segment.‬ 
  • Client-Centric Mindset: Keep the client at the forefront of all decisions and ensure that the onboarding process always provides value. Identify client pain points and take action to remove friction, improve satisfaction, and create delightful experiences. 
  • Analytics & Reporting: Leverage data to continuously assess the effectiveness of all client programs and solutions. Utilize insights to improve performance, optimize client engagement, and ensure that onboarding initiatives align with KPIs.
  • Strategic Thinking & Growth: Lead with a strategic mindset by identifying long-term opportunities to enhance the elevated client experiences and drive business growth. Stay ahead of trends in client experience and onboarding technologies to future-proof Wealthsimple’s processes.


What we are looking for:
  • Domain experience - 10+ years of experience in a leadership or management role within client experience, sales, customer success, elevated client experiences or onboarding, ideally within a tech or fintech company.
  • People leadership - Has 7+ years in a leadership role and has a demonstrated ability to set a vision and strategy and coach.
  • Passion for clients - Is incredibly passionate about our clients and our products.
  • Developing leaders & teams - Has demonstrated experience leading, building, coaching and empowering strong leaders and teams, both with & without authority.
  • Communication - Is an excellent communicator and able to convey complex ideas succinctly and with great precision
  • Prioritization & problem-solving - Has great analytical and prioritization skills. Approaches problems from first-principles. Knows how to balance what needs to be done with what’s possible to do. Understands the scope of an issue and its priority.
  • Process mapping / process improvement - Is able to identify opportunities and options for improving processes and how we operate.
  • Execution - Has a move-fast mentality. We believe in doing our efficient research upfront and implementing it in an iterative way that allows us to learn and correct as we go . We don’t believe in endless meetings (or many at all).
  • Proactive & assertive - Acts without being told what to do, brings new ideas to Wealthsimple, a keen understanding of technology (AI) and how solutions can help to achieve our goals.


Why Wealthsimple?

🤑 Competitive salary with top-tier health benefits and life insurance

📈 Retirement savings matching plan using Wealthsimple Work

🌴 20 vacation days per year and unlimited sick and mental health days

📚 Up to $1,500 per year towards wellness and professional development budgets respectively 

🛫 90 days away program: Employees can work internationally in eligible countries for up to 90 days per calendar year 

🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)

💖 Company-wide wellness days off scheduled throughout the year


We’re a remote-first team, with over 1,000 employees coast to coast in North America. Be a part of our Canadian success story and help shape the financial future of millions — join us!


Read our Culture Manual and learn more about how we work.


DEI Statement

At Wealthsimple, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. 


Accessibility Statement

Wealthsimple provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and beyond, please let us know, and we will work with you to provide the necessary support and make reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can better accommodate candidates with accessibility needs.

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CEO of Wealthsimple
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Michael Katchen
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What You Should Know About Director, CXO, Wealthsimple

At Wealthsimple, we're on a mission to redefine financial management, making it simpler, more transparent, and accessible to everyone. As the Director, CXO, your role in our Toronto office will be fundamental in enhancing the client experiences for our high net worth clients. You will lead multiple teams dedicated to onboarding, supporting, and delighting our valued clients. Your strategic vision and leadership will drive the creation of new services tailored to affluent clients, allowing Wealthsimple to expand its reach and impact. You’ll inspire our Gold Glove Team and ensure they have the resources needed to deliver exceptional service. Alongside this, you will oversee the Private Wealth Specialist team and develop innovative processes that enhance our clients' experiences. You'll collaborate with various departments, leveraging data and technology, including AI, to create scalable, client-centric solutions. Your passion for putting clients first and your experience in fintech will be valuable assets in transforming how we connect with and serve our users. Join us at Wealthsimple, where you can help shape a brighter financial future for millions and lead a team that thrives on collaboration and innovation.

Frequently Asked Questions (FAQs) for Director, CXO Role at Wealthsimple
What are the responsibilities of the Director, CXO at Wealthsimple?

The Director, CXO at Wealthsimple is responsible for leading teams focused on high net worth client experiences, onboarding new clients, and executing scalable solutions. You will manage the Gold Glove Team and the Private Wealth Specialist team while designing innovative client processes that enhance user satisfaction.

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What qualifications do I need to apply for the Director, CXO position at Wealthsimple?

To be considered for the Director, CXO position at Wealthsimple, you should have at least 10 years of experience in client experience management within tech or fintech industries, along with strong leadership skills and a passion for client service. Excellent communication, analytical, and problem-solving skills are also essential.

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How does the Director, CXO contribute to Wealthsimple's goals?

The Director, CXO plays a crucial role at Wealthsimple by crafting strategies to improve elevated client experiences, driving business growth, and ensuring high standards of personalized service for high net worth clients. This position fosters cross-functional collaboration to meet client needs effectively.

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What is the team environment like for the Director, CXO position at Wealthsimple?

The team environment for the Director, CXO at Wealthsimple is collaborative and dynamic. Leaders are encouraged to inspire their teams while working closely with various departments, including Sales, Marketing, and Engineering, to create impactful client experiences.

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What career growth opportunities exist for a Director, CXO at Wealthsimple?

As a Director, CXO at Wealthsimple, you will have significant opportunities for career growth by taking on strategic roles in leadership, innovating client experience strategies, and potentially advancing to executive levels as the company continues to expand its reach in the fintech space.

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Common Interview Questions for Director, CXO
How do you define exceptional client experience as a Director, CXO?

Exceptional client experience is all about understanding client needs deeply and ensuring every interaction adds value. As a Director, CXO, it's crucial to implement processes that make the client’s journey seamless and enjoyable while continuously seeking feedback for improvement.

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Can you provide an example of a successful strategy you implemented in a previous client-facing role?

Absolutely! In my previous role, I launched a client feedback loop that not only streamlined our onboarding process but also increased client satisfaction scores significantly. Through collaboration with cross-functional teams, we could identify pain points and address them promptly.

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How would you approach leading diverse teams toward a common goal?

Leading diverse teams requires clear communication and the ability to recognize individual strengths. I believe in building a culture of trust and inclusivity, encouraging team members to share their ideas while aligning them with our overarching goals for optimal synergy.

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What metrics do you consider essential to evaluate client satisfaction?

Key metrics include Net Promoter Score (NPS), client retention rates, and average response times to client inquiries. Regularly assessing these metrics allows me to gauge satisfaction levels accurately and adjust strategies accordingly.

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Describe your experience with using technology to improve client experiences.

I have successfully integrated AI-driven tools to personalize client interactions and automate routine inquiries. This has not only improved efficiency but also given our clients more timely responses and support, enhancing their overall experience.

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What methods do you use to identify and solve client pain points?

I leverage data analytics and direct feedback mechanisms to identify pain points. Periodic reviews of user experiences and conducting client surveys allow me to prioritize and address issues innovatively and effectively.

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How would you ensure cross-departmental collaboration at Wealthsimple?

Ensuring collaboration involves establishing regular check-ins and open lines of communication with key departments. I would foster a culture of shared goals and encourage every department to contribute towards the client’s success.

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Can you explain a time when you had to manage conflicting priorities?

In my previous role, I had to balance resource allocation between client onboarding and product launch. By conducting stakeholder meetings, we prioritized key initiatives and allocated resources effectively, ensuring both areas received adequate support.

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What is your vision for the future of client experience in fintech?

My vision for client experience in fintech revolves around seamless integration of technology, personalization at scale, and proactive support solutions. As we harness AI and data analytics, the client experience should continuously evolve and improve.

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What is your strategy for developing future leaders within your team?

I believe in empowering team members by providing them opportunities for coaching, mentorship, and professional development. Creating a clear growth path fosters greater ownership, helping them evolve into effective leaders themselves.

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To democratize financial financial services and make it accessible to everybody, regardless of age or net worth.

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Full-time, remote
DATE POSTED
April 2, 2025

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