Staff Software Engineer

SendGrid, Inc.

Canada

Remote

CAD 150,000 - 190,000

Full time

14 days+
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Job summary

Twilio is seeking a Staff Software Engineer to lead the Compliance Experiences platform, focusing on Phone Numbers and KYC. You will shape the architecture, drive AI-assisted development, and collaborate with cross-functional partners to deliver scalable, secure APIs and workflows.

You will mentor engineers, define technical strategy, and translate complex regulatory requirements into practical solutions, while advancing a remote-first culture with global impact.

Qualifications

  • Lead architecture and long-term technical roadmap for global scale.
  • Leverage AI coding assistants to accelerate delivery and testing.
  • Mentor and uplift senior engineers to raise team performance and quality.
  • Translate complex regulatory requirements into executable logic and APIs.

Responsibilities

  • Lead the architecture and long-term technical roadmap, transitioning legacy systems into a modern distributed microservices architecture.
  • Drive AI-enabled development, using AI copilots to automate boilerplate and expand test coverage.
  • Own technical excellence, balancing rapid feature work with reliability and security.
  • Collaborate with Product to translate needs into developer-friendly APIs and workflows.
  • Mentor staff engineers, foster curiosity and ownership, and promote secure coding practices.
  • Prioritize risks and guide the team through incidents to long-term remediation.
  • Document designs, RFCs, and leadership presentations.

Skills

AI coding
Microservices
Security
Technical leadership

Tools

GitHub Copilot
Anthropic Claude
LLMs

Job description

Who we are

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. As we continue to revolutionize how the world interacts, we're acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.


Hiring and how we work

We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!


Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings.


See yourself at Twilio

Join the team as Twilio's next Staff Software Engineer.


About the job

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


  • DRAW THE OWL: Lead the architecture and long-term technical roadmap, transitioning legacy systems into a modern, distributed microservices architecture that supports global scale.

  • ACCELERATE WITH AI: 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. You will be measured on your ability to amplify your own output and the team's velocity through AI augmentation.

  • BE AN OWNER: Drive technical excellence across multiple teams, making critical architectural decisions that balance rapid feature innovation with world-class reliability and security.

  • WEAR THE CUSTOMER'S SHOES: Partner with Product Managers to translate complex global telecommunications regulations and customer needs into elegant, developer-first APIs and application workflows.

  • EMPOWER OTHERS: Mentor and uplift senior and staff engineers. Foster a culture of technical curiosity, ownership, and continuous learning. Teach the team how to move from \"writing code\" to \"reviewing and orchestrating AI-generated logic\" without sacrificing security or quality.

  • RUTHLESSLY PRIORITIZE: 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.

  • WRITE IT DOWN: Communicate complex technical strategies to both executive leadership and engineering teams through high-quality design documents, RFCs, and presentations.
  • \
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