Senior Analyst, U.S. Tax Reporting & Cost Basis

Questrade is on a mission to help Canadians to become much more financially successful and secure.

For nearly 30 years, Questrade Financial Group has been delivering on that mission through investing, banking, mortgages, and real estate. Together, we tilt finance in favour of ambitious Canadians, creating new ways for them to seize the financial future they deserve.

We're looking for people who are ready to enter their career inflection point. Mission-driven, exceptional folks that never settle. The work here is hard because the responsibility is real. If that's the standard you've been looking for, keep reading.

Req 4271

The return on your career investment

• Compensation and incentives built to reward the value you bring.
• RRSP matching of up to 6%.
• Health and wellness resources and programs, including $5,000 in mental health practitioner coverage.
• $5,000 in tuition subsidies for job-related courses, every year.
• 100% parental top-up, up to 26 weeks for birthing parents and 18 weeks for non-birthing parents.
• A hybrid environment, with at least three days in the office built for working together.
• Paid vacation, personal, and sick days.
• A community care day to give back to the causes you care about.

This job posting is for an existing vacancy

We’re looking for our next Senior Analyst, U.S. Tax Reporting & Cost Basis 

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). We are looking for a Senior Analyst, U.S. Tax Reporting to play a critical role in ensuring we meet these regulatory obligations.  The ideal candidate is a highly analytical self-starter with a strong understanding of U.S. tax regulations. You will be responsible for obtaining client tax residency documentation, classifying securities and income, and ensuring accurate reporting and remittance to regulators. This role requires in-depth research into evolving Qualified Intermediary (QI) regulations and hands-on experience both U.S. (1099, 1042-S, 1042) reporting to IRS.

The Mandate 

In this role, responsibilities include but are not limited to: 

• Perform periodic tasks to ensure compliance with U.S. and Canadian tax reporting regulations
• Analyze client account documentation to accurately determine tax residency
• Prepare and coordinate payment requests for withholding tax remittances to regulators
• Reconcile income and withholding tax accounts, responding to internal and external tax-related queries
• Calculate withholdings for manual transactions, including Hybrid/Dual Source securities, 871(m), SEC 302/304, SEC 305C, and Dividends with Options
• Process Stock Dividends, Spin-Offs, and Merger transactions
• Enter provided tax factors and client/securities transactions into the tax system
• Verify information on U.S. investment slips (1099-DIV, 1099-INT, 1099-MISC, 1042-S Aggregate, 1042-S Individual, and Form 1042)
• Validate information on Canadian investment slips (T5, T3, T5013, CRS, and FATCA)
• Continuously monitor and research changes to QI regulations and IRS guidance, ensuring accurate implementation for year-end reporting
• Research new tax rules and conduct gap analyses to assess their impact on Questrade's clients, systems, and processes
• Participate in monthly securities research to classify new securities and income (including deemed income), ensuring correct representation on tax slips and appropriate withholding
• Classify corporate actions to ensure accurate U.S. and Canadian tax withholding and reporting

You’re ready for this mandate if you have the following qualifications

• Post-secondary education, preferably in Finance, Economics, or related field
• 2+ years of prior work experience in a Tax Reporting role, focusing on research and analysis of U.S. and Canadian tax reporting rules (strongly preferred)
• 2+ years of experience with U.S. client tax reporting (strongly preferred)
• 2+ years in an operational, continuous improvement, or client service role, ideally within a financial services organization
• Experience writing operational proposals based on external research or internal gap analysis is an asset
• Strong knowledge of client/securities taxation rules, operational impacts, and U.S./Canadian client tax reporting
• Strongly preferred knowledge of security types, income types, and corporate actions
• Experience with Qualified Intermediary (QI) obligations
• High Intermediate to Advanced knowledge of Excel or Google Sheets (strongly preferred)
• Understanding of the securities industry and IIROC-regulated brokerage operations
• Ability to build macros and knowledge of coding languages (preferred)
• Experience with Broadridge systems is a nice-to-have
  

Nice to have 

• Expert research, analytical, and problem-solving skills, capable of managing large datasets
• Excellent written and verbal communication skills
• Detail-oriented, self-motivated, and capable of working independently with minimal supervision
• Strong organizational skills and a results-focused, deadline-driven work ethic
• Collaborative team player with a strong customer service and continuous improvement mindset

Enter your career inflection point. Apply now.

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Diversity and Inclusion

At Questrade Financial Group of Companies, we’re committed to fostering a diverse, inclusive, and accessible work environment where individuals are treated with dignity and respect. Our global team reflects the diversity of the communities we serve and operate in.

Accessibility statement

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

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