Staff Software Engineer at Twilio – Remote - Canada | Jobyssey

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.
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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.
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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

In this role, you’ll:

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.

Qualifications

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

*Required:

12+ years of experience designing and developing highly available, high scale, secure, mission-critical cloud native enterprise distributed systems.
Expert Proficiency in Java or Go, with deep knowledge of AWS ecosystems (Lambda, EKS, DynamoDB, Kafka).
Architectural Mastery: Deep experience with cloud-native infrastructure (AWS preferred), microservices patterns, and designing "five-nines" (99.999%) resilient systems.
AI-Native Workflow: Demonstrated experience using AI tools to significantly accelerate software delivery. You should be comfortable discussing how you use LLMs for architectural brainstorming, debugging, and code synthesis.
API Excellence: A track record of building and maintaining high-volume public-facing APIs that focus on exceptional developer experience.
Data Savvy: Experience with high-throughput data processing and storage solutions (SQL/NoSQL, Redis, Kafka, or Spark).
Infrastructure as Code: Proficiency with Kubernetes, Terraform, and modern CI/CD paradigms.
Leadership: Proven ability to influence technical strategy across multiple teams and organizational boundaries without direct authority.

Desired:

Telecom Domain Expertise: Experience with telephony protocols, local number porting (LNP), or global regulatory compliance frameworks.
Platform Thinking: Experience building "internal platforms" that enable other developer teams to move faster.
Agentic Systems: Experience building or integrating AI agents into internal developer platforms or automated ops workflows.

Location

This role will be remote and based in the British Columbia, Alberta, Ontario - Canada.

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings.

What We Offer

Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.

Compensation:
Please note this role is open to candidates outside of California, Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, New Jersey, New York, Vermont, Washington D.C., and Washington State. The information below is provided for candidates hired in those locations only.

The estimated pay ranges for this role are as follows:

Base Pay: $160,320.00 - $200,400.00
Bonus : 15% of base pay

The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.

Applications for this role are intended to be accepted until 30th November, 2026, but may change based on business needs.

Twilio thinks big. Do you?

We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values — something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts.

So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions.

Stay alert to recruitment fraud

We care about your safety. Scammers sometimes impersonate Twilio recruiters through fake job postings, emails, websites, or messages. Please ensure you are engaging with an official @ email address. We will never ask for payment, gift cards, cryptocurrency, or banking information during the recruiting process. We do not make job offers without a formal interview process or conduct interviews exclusively through text-based messaging apps.

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Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.

Staff Software Engineer

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