Staff Software Engineer in Winnipeg

Staff Software Engineer in Winnipeg

Winnipeg Full-Time 135000 - 165000 $ / year (est.) Remote
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At a Glance

  • Tasks: Lead the design and development of innovative software solutions for global communication.
  • Company: Join Twilio, a remote-first tech company revolutionizing communications worldwide.
  • Benefits: Enjoy competitive salary, health benefits, and opportunities for professional growth.
  • Other info: Collaborative environment with a focus on AI-driven development and career advancement.
  • Why this job: Make a real impact by shaping the future of compliance in communication technology.
  • Qualifications: Experience in software engineering and a passion for mentoring others.

The predicted salary is between 135000 - 165000 $ per year.

At Twilio, we're shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences. Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you're part of a vibrant team with diverse experiences making a global impact each day.

The Compliance Experiences team sits at the heart of the Twilio platform, owning two critical domains: Phone Numbers and Compliance (KYC). In 2026, "getting a phone number" is no longer a simple API call; it requires sophisticated orchestration across global phone number inventory, real-time identity verification, regulatory compliance, and operational tooling at massive scale. Twilio's KYC Platform, the gateway to accessing all of Twilio's communication APIs, enables customers to securely provision and operate communication services globally while navigating complex, constantly evolving regulatory requirements.

As a Staff Software Engineer (P4), you will be a key technical leader for a platform that processes millions of requests. You will build innovative solutions while working closely with Twilio partners to ensure alignment. You will lead the technical design and influence the strategic direction that shapes Twilio's compliance footprint. You will collaborate with cross-functional teams and stakeholders across Twilio who rely on your team's APIs, services, and tooling to operate efficiently. You will embrace AI-driven development workflows, using LLMs and agentic tools to accelerate code generation, improve test coverage, and translate complex regulatory requirements into executable logic. Your mission is to turn ambitious designs into production-grade features.

Responsibilities

  • Lead the architecture and long-term technical roadmap, transitioning legacy systems into a modern, distributed microservices architecture that supports global scale.
  • Lead by example in using AI coding assistants (GitHub Copilot, Anthropic Claude, or internal LLMs) to automate boilerplate, generate exhaustive test suites, and perform rapid prototyping.
  • Drive technical excellence across multiple teams, making critical architectural decisions that balance rapid feature innovation with world-class reliability and security.
  • Partner with Product Managers to translate complex global telecommunications regulations and customer needs into elegant, developer-first APIs and application workflows.
  • Mentor and uplift senior and staff engineers. Foster a culture of technical curiosity, ownership, and continuous learning.
  • Identify and mitigate technical risks early, ranging from scalability bottlenecks to security vulnerabilities and lead the team through complex production incidents with a focus on long-term remediation.
  • Communicate complex technical strategies to both executive leadership and engineering teams through high-quality design documents, RFCs, and presentations.

Staff Software Engineer in Winnipeg employer: SendGrid, Inc.

At Twilio, we pride ourselves on being a remote-first employer that fosters a strong culture of connection and global inclusion. As a Staff Software Engineer, you'll have the opportunity to work on innovative solutions that make a real impact while enjoying a supportive environment that encourages professional growth and collaboration. With access to cutting-edge AI tools and a commitment to mentorship, your career development is in your hands, making Twilio an exceptional place to thrive.

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Contact Details:

SendGrid, Inc. Recruitment Team

We think you need these skills to ace Staff Software Engineer in Winnipeg

Microservices Architecture
AI Coding Assistants
Technical Leadership
Architectural Decision Making
API Development
Regulatory Compliance
Mentorship