Supervisor, U.S. Tax Reporting

Questrade Financial Group•Toronto, ON

30d•$85,000 - $100,000•Hybrid

About The Position

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. 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 is to plan and monitor the daily activities within the Tax Reporting 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 center.

Requirements

Have 3+ years experience in client tax reporting, ideally within the brokerage industry
Have 1+ years of experience in people leadership role strongly preferred, ideally with client tax reporting
Have a University or post-graduate degree
Are considered a SME in Canadian and/or US client tax reporting and filing processes (ideally both)
Have deep understanding of U.S. withholding certificates (e.g., W-9s, W-8s), Qualified Intermediary requirements, and FATCA and CRS 2.0 requirements
Have knowledge of dividends, income processing, reorg, registered plans
Have experience with book of records and back-office operational systems and processes
Have knowledge of database queries (e.g. SQL), Microsoft Access, and advanced Excel, with the ability to work with large set of data
Have excellent written and verbal communication skills
Are detail oriented, with the ability to work collaboratively in a fast-paced and deadline driven environment
Have a strong work ethic with a focus on achieving quality results
Have strong organizational and time management skills
Are independent, self motivated, and have the ability to motivate others to exceed expectations
Have the ability to manage competing priorities effectively, both on a personal and team level
Have strong research & problem solving skills, with strong analytical skills to manage large datasets
Have strong continuous improvement mindset, and a desire to bring improvements to the table and see them to completion
Are a collaborative and flexible team player

Nice To Haves

Have completed tax related courses and/or industry designations such as CSC or CPA
Have knowledge of Broadridge BPS and Tax Form Plus systems
Have Google Suite experience

Responsibilities

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
Ensures accurate cost basis information is reflected in client’s accounts
Reviews complex reorganization and entitlement events to determine cost
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 collaborative, 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
Other duties, as assigned