Senior Technical Program Manager – Regulatory

Equality Street Inc.•Toronto, ON

7d•Hybrid

About The Position

On behalf of our client, a premier global banking institution, Equality Street is seeking a high-caliber Senior Technical Program Manager (TPM) to join their Global Security Regulatory PMO. Reporting directly to the PMO Director, you will own the end-to-end technical delivery of a critical, enterprise-wide Multi-Factor Authentication (MFA) regulatory compliance program. This initiative carries immense regulatory weight and operational complexity. As the central nerve center of this program, you will be accountable for translating strict technical regulatory mandates into executable delivery plans, managing complex dependencies across distributed technical teams, surfacing risks proactively, and keeping stakeholders aligned despite ambiguity. Your judgment, clear communication, and tenacity will be essential to navigating cross-functional friction, extracting realistic commitments from engineering and security teams, and keeping the enterprise on track toward mandatory regulatory deadlines.

Requirements

7+ years of experience leading large, complex enterprise technology programs with heavy regulatory or operational requirements (with at least 2 years in a dedicated, sole program delivery role).
5+ years of experience operating within Cybersecurity, Financial Services, or highly regulated, matrixed enterprise environments.
Technical Credibility: Proven experience managing programs with high cross-functional complexity, distributed teams, and challenging stakeholder dynamics.
Execution Discipline: Proven ability to constructively challenge technical estimates, hold engineering teams accountable, and extract realistic commitments.
Advanced Risk Management: A strong discipline for identifying, tracking, and appropriately escalating risks and uncomfortable truths early.
Methodology Mastery: Deep expertise in program management methodologies (with a strong preference for Waterfall frameworks given the strict regulatory nature of the delivery).
Executive Presence: Exceptional written and verbal communication skills; comfort delivering difficult news or unfavorable forecasts to senior executives alongside clear recommendations.
Vendor Navigation: Experience managing third-party vendor delivery and complex enterprise integrations.

Nice To Haves

PMP, PgMP, or equivalent advanced program management certification.
Prior experience delivering Identity & Access Management (IAM) or large-scale cybersecurity transformation programs.
Post-secondary degree in Business, IT, Engineering, or a related technical field.
Familiarity with regulatory compliance frameworks (e.g., OSFI guidelines, ISO 27001, NIST, CIS Controls).

Responsibilities

Own the Roadmap: Build and maintain integrated technology schedules, resource plans, and milestones across all security and application workstreams.
Drive Daily Operations: Lead routine technical syncs and planning sessions to track progress, resolve cross-team dependencies, and eliminate engineering blockers.
Manage PMO Artifacts: Maintain pristine status reports, risk/issue (RAID) logs, and strict regulatory compliance checklists.
Enforce Accountability: Push distributed technical teams to deliver on time, proactively re-baselining plans and addressing scope creep immediately.
Surface Difficult Truths: Actively look for planning gaps, capacity constraints, or technical blockers; escalate uncomfortable realities to leadership early with solution-focused summaries.
Mitigate Proactively: Run a rigorous, daily risk register and present strategic mitigation options to the Steering Committee weekly.
Challenge Assumptions: Ask tough questions to constructively validate technical estimates and feasibility before committing to deadlines.
Bridge Tech and Business: Act as the connective tissue between Infrastructure, Cyber Security, IAM leads, business stakeholders, and change management.
Executive Reporting: Translate dense technical complexities into clear, high-impact status updates for executive sponsors, the CISO, and senior leadership.
Maintain Technical Literacy: Develop a strong working knowledge of the Biometric MFA architecture to ask intelligent questions and track integration points credibly.