Wealthsimple

Team Lead, Investments Representative

Wealthsimple • $75K — $95K *
US-AnywhereRemote in Canada
Finance & Insurance
Less than 5 years of experience
Today
Be an Early Applicant
Job Overview by Ladders

Qualifications

  • 5-7 years of leadership experience in finance or investment environments.
  • Proven ability to explain complex financial concepts simply.
  • Strong attention to compliance details and operational standards.
  • Deep understanding of trading strategies including equities, options, and cryptocurrency.
  • Experience in mentoring and developing team members.

Responsibilities

  • Manage daily pod operations while actively participating in team activities.
  • Oversee team performance metrics and conduct trade reviews for accuracy and compliance.
  • Act quickly in high-pressure client trading situations by collaborating with various departments.
  • Support certification processes by mentoring new representatives and assessing their readiness.
  • Work with leadership to develop and implement new processes enhancing client interactions.

Benefits

  • Opportunity to work in a hands-on, player-coach role.
  • Access to training and mentorship opportunities.
  • Collaborative work environment with multiple departments.
  • Engagement in high-stakes, dynamic situations that build experience.
Full Job Description
Team Lead to join our Investment Representatives team, you'll oversee a pod of Investment Representatives and Senior Investment Representatives. This is a highly hands-on, player-coach role. You'll be in the queue alongside your team, setting the pace, conducting real-time coaching, managing trade reviews, and ensuring flawless compliance standards on every interaction.

What you'll do
  • Manage the day-to-day operations of your pod. Conduct side-by-sides, run coaching cadences, and set the standard by getting into the queue yourself.
  • Own your team's output goals, CSAT, trade execution accuracy, and compliance adherence. Conduct regular trade reviews and quality assurance checks for manual trades (equities, options, crypto).
  • Jump into high-pressure, time-sensitive client situations-trading outages, margin events, or corporate actions, partnering with Compliance, Risk, and the Trade Desk to drive resolution.
  • Support our internal certification pipeline. Mentor aspiring reps, assess their readiness, and help them master complex wealth management and trading concepts.
  • You don't just operate in a silo. You have a proven track record of partnering directly with Trading, Compliance, or Product leadership to design, build, and roll out net-new processes that directly improve the client experience while maintaining strict regulatory standards.


What you bring
  • Demonstrated leadership or mentorship experience in a regulated financial environment (e.g., formal Team Lead, Senior Representative).
  • Deep knowledge of wealth management, trading strategies, options, margin accounts, and cryptocurrency, and the ability to explain them simply.
  • You sweat the details. You can spot a missed step or compliance gap instantly and address it constructively in the moment.


Required Licenses & Designations

Note for Applicants: All reported regulatory credentials, active approvals, and exam completions will be subject to primary-source verification via the National Registration Database (NRD) and CIRO AdvisorReport records. Misrepresentation of regulatory status will lead to immediate and permanent disqualification from consideration for this and future roles, and may be escalated to regulatory authorities.

Option A: Legacy Pathway (Pre-January 1, 2026)

Candidates who were licensed under the previous Canadian Securities Institute (CSI) framework must carry active, verified registrations on the National Registration Database (NRD):
  • Mandatory Active Registration Status: Registered with CIRO as an Investment Representative (IR) AND a Supervisor.
  • Mandatory Product Licensing: Must hold active approval for Securities/Equities AND Options.
  • Active approval for Futures (candidates without Futures licensing will be expected to complete this requirement post-hire).


Option B: New CIRO Exam Pathway (January 1, 2026, Onward)

Candidates qualifying under the updated assessment-centric CIRO proficiency model must have successfully completed the following official CIRO examinations:
  • Canadian Investment Regulatory Exam (CIRE) (Replaces legacy CSC/CPH requirements)
  • CIRO Derivatives Exam (Replaces legacy DFOL requirements)
  • CIRO Supervisor Exam (Replaces legacy OPSC/BMC requirements)

About Wealthsimple

Wealthsimple is a financial services company that provides online investment management and trading services. The company's platform allows users to invest in a variety of financial products, including stocks, bonds, and exchange-traded funds (ETFs), and offers a range of tools and resources to help users manage their investments. Wealthsimple also offers a high-interest savings account and a tax preparation service. The company was founded in 2014 and is headquartered in Toronto, Canada.
Learn more about Wealthsimple
Size
500 employees
Industry
Finance & Insurance
Founded
2014
* Ladders Estimates

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