Top Remote Jobs in Ottawa

Lead Canada regulatory and financial crime compliance programs: engage regulators, horizon-scan Canadian legislation, maintain 2LoD FinCrime policies (KYC/EDD/transaction monitoring), advise product teams for compliant-by-design features, oversee monitoring/testing and internal audits, manage remediation and board reporting, and collaborate cross-functionally to embed scalable compliance controls.

Owns GitLab’s enterprise pricing, packaging, monetization, and commercialization strategy. Develops pricing programs, enterprise agreements, bundling, channel and cloud marketplace structures, discounting frameworks, and competitive deal plays. Partners with Product, Sales, Finance, Marketing, Deal Desk, Revenue Operations, and partners to implement scalable commercial programs. Creates pricing enablement materials, makes data-backed recommendations, influences senior stakeholders, and documents decisions in an asynchronous, globally distributed environment.

Conduct manual penetration testing, secure code reviews, and SAST triage across web applications, APIs, and AWS infrastructure. Develop AI-assisted security tooling, define testing approaches for LLM applications and agentic systems, and review AI-generated software before production. Communicate vulnerabilities, risks, and remediation priorities to engineering teams while improving secure SDLC practices.

Build and operate GRC data pipelines, integrations, policy-as-code, continuous control monitoring, evidence automation, and agentic AI workflows. Normalize security data from diverse systems, create auditable evaluation harnesses, govern AI systems, and define technical direction across teams. Partner with security governance, compliance, and engineering groups to transform manual governance processes into scalable products.

Lead Block’s global tax planning and controversy agenda, including international and U.S. tax strategy, transfer pricing, M&A taxation, legal-entity structuring, tax audits, examinations, disputes, and transaction negotiations. Advise senior leadership on tax implications, partner with Legal, Treasury, Corporate Development, and finance teams, monitor legislative developments, and ensure tax positions are reflected in reporting and compliance. Build high-performing teams and represent Block before domestic and foreign tax authorities.

Provide practical legal and regulatory guidance for AI, software, hardware, data, and climate technology products throughout the product lifecycle. Advise product, engineering, design, marketing, and technology teams on privacy, security, AI governance, and global regulations. Draft and negotiate partnership, commercial, and third-party agreements; review customer-facing content; enhance compliance programs; and create scalable legal playbooks, policies, templates, and training.

Lead the technical vision and architecture of Coinbase’s FinHub financial infrastructure, including ledger, account balances, money movement, settlements, transfers, and transaction history. Drive distributed-system rearchitecture with double-entry accounting, idempotency, reconciliation, auditability, and resilient failure recovery. Lead cross-team initiatives, migrations, and technical strategy while partnering with product, finance, risk, compliance, and operations stakeholders. Mentor senior engineers and promote operational excellence and maintainability.

Own the Early Investor product end-to-end, including roadmap, growth, monetization, success metrics, experimentation, and retention features for Babylist Money. Partner closely with engineering, use data and AI to drive decisions, communicate outcomes to leadership, and accelerate a live zero-to-one consumer financial product.

Serve as the technical counterpart to Account Executives supporting enterprise sales. Demonstrate Sprout Social’s SaaS platform, explain complex technical concepts, understand social network APIs, consult with prospects, conduct product demos, identify business needs, position solutions against competitors, and support sales enablement and onboarding initiatives.

Own and close complex SaaS deals ($50k+ ACV) for mid-market accounts (300–2,500 employees). Build outbound pipeline, run full sales cycle, perform consultative discovery, negotiate multi-year contracts, collaborate with cross-functional teams, and travel (~25%) for onboarding and events.

Own the architecture and technical strategy for Square’s go-to-market systems. Build and operate production AI agents, automated workflows, and integrations that improve sales productivity. Lead complex initiatives through architecture, implementation, testing, deployment, and operations while establishing AI evaluation, observability, security, reliability, and human-oversight practices. Partner with Sales, Product, Data, and Engineering leaders to translate business needs into scalable solutions, make build-versus-buy decisions, mentor engineers, and improve business impact through data and user feedback.