Senior Manager, Tax Reporting & Cost BasisQuestrade 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). The Senior Manager, Tax Reporting & Cost Basis is a strategic leadership role responsible for the end‑to‑end execution, integrity and regulatory compliance of tax reporting and cost basis administration at Questrade. This individual oversees a comprehensive portfolio that includes Canadian Tax Reporting (across Registered Plans and Non‑registered accounts), US Tax Reporting and the critical Cost Basis administration function for all clients.ResponsibilitiesDirectly lead and mentor three teams (Tax Reporting for Registered Plans, Canadian Tax Reporting for Non‑Registered Accounts, and US Tax Reporting for Non‑Registered Accounts), providing high‑level guidance and fostering a culture of professional growth and accountability.Oversee resource planning, staff scheduling and performance management for the broader Tax Reporting department.Define and monitor departmental KPIs, SLAs and internal controls to ensure operational excellence and risk mitigation.Collaborate with the Operational Excellence team to create and implement a robust learning and development framework that enables swift onboarding of employees and ensures continuous up‑skill and cross‑skill of staff.Oversee daily BPO performance against key metrics for outsourced functions and strictly enforce Service Level Agreements (SLAs).Identify performance gaps and conduct root‑cause analysis to implement corrective action for any missed targets.Direct oversight of the reconcilations and tax payments to government revenue agencies (CRA, MRQ, IRS).Hold Post‑Season Reviews for the most recent fiscal year to identify and build‑in required improvements.Conduct internal policy and procedure reviews and updates annually.Maintain satisfactory internal and external Audit/Regulatory Reviews.Own the lifecycle of Canadian tax reporting for both Registered Plans (TFSA, RRSP, FHSA, etc.) and Non‑registered accounts (Cash and Margin), ensuring accurate production of all tax slips (T4s, T5s, T3s, NR4s, 1042, and K‑1).Oversee the execution of US Tax Reporting requirements,



ensuring compliance with IRS regulations and withholding tax obligations.Full accountability over CRS and FATCA reporting.Accountable for the successful and timely delivery of annual filing submissions to CRA, MRQ and the IRS with absolute accuracy.Oversee complex amendment and remediation processes across all jurisdictions, ensuring corrections are filed promptly to minimize penalty risks.Act as a subject‑matter expert for high‑level decision‑making regarding Non‑Qualified Investments (NQI) and complex estate settlements.Ensure regulatory obligations are met regarding obtaining documentation to identify client tax residency and determining subsequent withholding obligations.Perform ongoing gap analysis of Questrade’s compliance with evolving tax rules and research implications of new regulations.Drive continuous process improvement to enhance the quality, efficiency and scalability of tax operations.Lead the relationship with internal and external auditors and regulatory bodies regarding tax and cost basis matters.Act as the final escalation point for complex or high‑net‑worth (HNW) client queries, maintaining exceptional levels of service.Coordinate the QI periodic review and certification of compliance every three years on behalf of the QI Responsible Officer.Be the subject‑matter expert in all aspects of tax compliance, including Canadian tax, Qualified Intermediaries (QI), Foreign Account Tax Compliance Act (FATCA) and Common Reporting Standard (CRS) requirements, 871(m), 1446, or other withholding and reporting regimes.Work with tax authorities on all tax matters, and play a crucial role in ensuring that Questrade’s brand and reputation is protected by adhering to our compliance and risk framework.Champion automation & technology integration to streamline operations, reduce manual tasks and increase scalability.Collaborate with Front‑office, Product and CX teams to streamline cross‑departmental processes and implement redesigned workflows that focus on customer service and experience.Contribute to Business Testing and Release Readiness, for seamless and effective integration, release and operation of new or enhanced processes,



products and technologies.Champion a long‑term vision for deep AI integration and adoption.QualificationsUniversity degree in Finance, Accounting, Economics or a related field; a skilled designation (CPA, CFP) is highly preferred.8+ years of relevant experience in tax reporting or related roles, with a minimum of years in a leadership role managing other people leaders.Expert knowledge of Canadian Registered Plan rules (TFSA, RRSP, FHSA, etc.) and deep familiarity with CRA/MRQ year‑end reporting forms.Strong expertise in US Tax Reporting (QI/FATCA) and Cost Basis administration principles.Advanced analytical skills and a "detective" mindset for identifying root causes in large datasets.Exceptional leadership skills with a proven ability to coach and develop high‑performing teams.Strong proficiency in Excel/Google Sheets (VLOOKUPs, Pivot Tables) and experience with complex financial software.Excellent communication skills, with the ability to simplify complex tax concepts for diverse audiences.Experience using Broadridge’s BPS and TFP systems.Firm grasp of CIRO investment dealer requirements and a commitment to maintaining the highest standards of data privacy and accuracy.Enthusiastic team player who demonstrates an infectious positive attitude and leads by example.Clear written and verbal communication skills to explain complex tax implications to internal stakeholders and your team, with an ability to quickly train and onboard junior employees.Excellent analytical and problem‑solving skills, with an extraordinary attention to detail.Strong critical thinking and ability to decompose complex concepts into simple and compelling messages.BenefitsHealth & wellbeing resources and programsPaid vacation, personal and sick days for work‑life balanceCompetitive compensation and benefits packagesWork‑life balance in a hybrid environment with at least 3 days in officeCareer growth and development opportunitiesOpportunities to contribute to community causesWork with diverse team members in an inclusive and collaborative environmentCompensationBase salary range: $140,000 - $155,000The 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.#J-18808-Ljbffr

📌 Senior Manager, Tax Reporting & Cost Basis - C$140,000 - C$155,000 A Year (Toronto)
🏢 Questrade
📍 Toronto