Questrade Financial Group (QFG), through its companies - Questrade, Questbank, Questrade Wealth Management, Community Trust Company, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, real estate services, financial services and more. We use cutting-edge technology to help Canadians become much more financially successful and secure.

At QFG, we combine human-centric collaboration with AI-driven innovation to redefine financial services. The ideal candidate will be a catalyst for change, using AI to transform and deliver unparalleled customer experiences and shaping a future where AI empowers our teams to do their best work.

Join our diverse, inclusive, and hybrid workplace to unleash your creativity and nurture your curiosity without limits. If you share this sense of infinite possibility, come shape your future at QFG.

What’s in it for you as an employee of QFG?

- Health & wellbeing resources and programs
- Paid vacation, personal, and sick days for work-life balance
- Competitive compensation and benefits packages
- Work-life balance in a hybrid environment with at least 3 days in office
- Career growth and development opportunities
- Opportunities to contribute to community causes
- Work with diverse team members in an inclusive and collaborative environment

This job posting is for an existing vacancy We’re looking for our next Supervisor, U.S. Tax Reporting & Cost Basis. Could It Be You?

Questrade Inc., has multiple client tax reporting obligations to various tax regulators, including the Canada Revenue Agency (CRA), Ministère du Revenu du Québec (MRQ) and the Internal Revenue Service (IRS). In addition, there are also regulatory obligations to obtain sufficient documentation from the client to identify their tax residency. Based on tax residency, withholding tax obligations must be met.

The purpose of the Supervisor, U.S. Tax Reporting and Cost Basis is to plan and monitor the daily activities within the team, ensuring timeliness and accuracy are consistently achieved, with a positive customer experience front and center. Additionally, the individual assists the Senior Manager, Tax Reporting to scope project requirements, process documentation and change, and conduct user acceptance testing for system changes The individual is expected to be the Subject Matter Expert (SME) on Canadian &/or US taxation, and act as the central point for client issues.

In addition, the individual is expected to review processes and documentation that affects client tax reporting and cost basis to ensure applicability, completeness and accuracy, with a continuous improvement mindset, keeping a positive client experience front and centre.

Need more details? Keep reading…

Tax Reporting

- Leads and monitors periodic and ad-hoc activities that lead to successful Canadian & US client tax reporting
- General Knowledge in preparing all or some of the following tax slips: T5, T3, T5013, NR4, T5008, T1135, 1099, 1042S, Realized Gain/Loss report, and/or K-1
- Prepare and monitoring XML filings

- Leads and monitor tax season project plan, to ensure all regulatory deadlines are met or exceeded




- Leads discussions to ensure accurate classification of securities and income for tax reporting
- Ensures timely remittance of payments to the CRA, MRQ and/or IRS
- Assists management as a point of contact withIRS
- Leads and monitor daily tasks such as security and corporate action research, FX conversions, mail and email monitoring and distribution
- Supervises the reconciliation of internal tax remittance accounts with tax accounts with each regulator
- Conducts audits of client documentation to meet QI/FATCA/CRS requirements

- Assists with audits
- Manages distribution of client tax reporting related cases, and ensures timely resolution, providing recommendations for complex issue resolution and appropriate process improvements
- Attends industry calls or conferences representing the firm, draft call memos and distribute to internal audience
- Reviews and coaches team members on complex reorganization and entitlement events to determine taxable or non-taxable treatment
- Possess deep knowledge of Complex QI end to end process
- Assists with KPI reports and project status reporting

Cost Basis
- Ensures accurate cost basis information is reflected in client’s accounts
- Reviews complex reorganization and entitlement events to determine cost

General
- Conducts interviews and make hiring recommendations
- Schedules weekly team meetings, and ensures active and fulsome participation
- Maintains team by recruiting, selecting, orienting, and training employees, maintaining a cooperative, positive, safe, secure, and legal work environment, creating and managing personal growth opportunities
- Accomplishes team results by clearly communicating job expectations; plans, monitors, and appraises job results; coaches and disciplining employees; develops, coordinates, and enforces system, policy, procedure, and productivity standards
- Leads team process improvement initiatives, and inspire others to make operational processes more efficient
- Collaborates with team members, peers, department heads and administrators to identify and implement process efficiencies and changes affecting tax reporting in other teams
- Supervises policies and procedures creation and updates
- Coordinates internal resources for team, department and organization wide projects, and assists Tax Manager, Project Managers and Business Analysts to ensure flawless execution of projects
- Provides oversight over applicable outside service providers and ensure all parties meet their SLA’s
- Builds positive and productive relationships with internal teams and external third party service providers
- Assists with establishing short and long term goals by gathering pertinent business, service and operational information and metrics, and subsequently identifying,



evaluating and choosing a course of action, defining objectives and evaluating outcomes

So are YOU our next Supervisor, U.S. Tax Reporting & Cost Basis? You are if you…

- Considered a SME in Canadian and/or US client tax reporting and filing processes (ideally both)
- Deep understanding of U.S. withholding certificates (e.g., W-9s, W-8s), and Qualified Intermediary requirements
- Deep understanding and knowledge of FATCA and CRS 2.0 requirements
- Working knowledge of dividends, income processing, reorg, registered plans
- Working experience with book of records and back-office operational systems and processes
- Knowledge of Broadridge BPS and Tax Form Plus systems would be an asset
- Working knowledge of database queries (e.g. SQL), Microsoft Access, and advanced Excel is required; ability to work with large set of data
- Google Suite experience would be an asset

Additional kudos if you…

- Excellent written and verbal communication skills
- Detail oriented, with the ability to work collaboratively in a fast-paced and deadline driven environment
- Strong work ethic with a focus on achieving quality results
- Strong organizational and time management skills
- Independent, self motivated, and the ability to motivate others to exceed expectations
- Ability to manage competing priorities effectively, both on a personal and team level
- Strong research & problem solving skills, with strong analytical skills to manage large datasets
- Robust continuous improvement mindset, and a desire to bring improvements to the table and see them to completion
- A collaborative and flexible team player
- Passionate about delivering a positive client experience

Compensation Information:

- Base salary range: $$95,000 -110,000
- The final compensation package will be commensurate with the successful candidate's experience, skills, and geographic location (Canada). It includes a comprehensive benefits plan and a competitive incentive (bonus) program for Full-Time Permanent roles.

Sounds like you? Click below to apply! ,

At Questrade Financial Group of Companies, with multiple office locations around the world, we are committed to fostering a diverse, inclusive and accessible work environment. This is an environment where individuals are treated with dignity and respect. Here, the unique skills and experience you bring will be valued.

You will be supported and motivated, so that you can harness your unlimited potential. Our team reflects the diversity of the communities we serve and operate in. Having a team-oriented and diverse team helps us push boundaries to bring the future of fintech into existence—not only for the benefit of our customers, but for those who build their career with us.

Questrade Financial Group of companies Applicant Tracking System utilizes artificial intelligence (AI) for application screening. The AI system operates on predetermined criteria, with final decisions subject to human review.

Candidates selected for an interview will be contacted directly. If you require accommodation during the recruitment/selection process, please let us know and we will work with you to meet your needs.

📌 Supervisor, U.S. Tax Reporting & Cost Basis (Toronto)
🏢 Questrade Financial Group
📍 Toronto