1

Python Startup Jobs in Ontario (NOW HIRING)

Senior Full Stack Software Engineer

Toronto, ON · On-site

CA$130K - CA$160K/yr

If you're driven by impact, thrive in a collaborative startup environment, and want to shape ... Comfortable jumping from Python FastAPI backends to React frontends to PostgreSQL query ...

You have 4+ years of experience in production infrastructure or MLOps, you write solid Python, and ... Familiarity with data compliance and governance frameworks (e.g., HIPAA, SOC 2). * Previous startup ...

Architect scalable backend and API services (Node.js, Python, Go, Ruby, etc.). * Develop modern ... startup or high-growth environment. * Strong foundation in software engineering best practices ...

Exposure to at least one programming language (Python, C, or C++) * Eagerness to learn and work in a fast-paced startup environment What We're Looking For We're building technology that hasn't been ...

Strong SQL and Excel proficiency; experience with Python/R or analytical tools (SAS, Tableau, Power ... Experience in an Ontario fintech startup or high-growth alternative lender.

Exposure to at least one programming language (Python, C, or C++) * Eagerness to learn and work in a fast-paced startup environment What We're Looking For We're building technology that hasn't been ...

Experience with TypeScript, React, Python, Django, or .NET is a plus-but not a prerequisite. The ... startup and enjoy building processes from the ground up * You're a strong communicator and a ...

next page

Showing results 1-20

Python Startup information

See Ontario salary details

$24.5K

$109.8K

$189.5K

How much do python startup jobs pay per year?

As of May 31, 2026, the average yearly pay for python startup in Ontario is $109,848.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,000.00 and $145,500.00 per year, depending on experience, location, and employer.

What is a Python Startup job?

A Python Startup job typically involves working at an early-stage company that heavily relies on Python for its backend, data processing, or automation tasks. Employees in these roles often wear multiple hats, contributing to software development, system architecture, and sometimes even business strategy. Since startups operate in fast-paced environments, Python developers are expected to be adaptable, work with minimal supervision, and rapidly prototype solutions. The role may include working with frameworks like Django or Flask, handling data pipelines, or integrating AI/ML models. It’s a great opportunity for those who thrive in dynamic settings and want to have a significant impact on a company’s growth.

What are the key skills and qualifications needed to thrive in the Python Startup position, and why are they important?

To thrive at a Python startup, you need proficiency in Python programming, software development fundamentals, and familiarity with agile methodologies, often supported by a background in computer science or related fields. Experience with frameworks such as Django or Flask, cloud platforms, and knowledge of version control systems like Git are commonly expected, while certifications like AWS Certified Developer can be a plus. Strong problem-solving abilities, adaptability, and effective communication are critical soft skills in this fast-paced environment. These qualities enable rapid product iteration, seamless collaboration, and the ability to thrive amid the dynamic challenges faced by early-stage technology companies.

What does a typical workday look like at a Python startup?

At a Python startup, your typical workday often involves collaborating in small, agile teams to design, develop, and iterate on software products using Python. You may participate in daily standup meetings, contribute code, review pull requests, and troubleshoot issues in real-time as features evolve quickly. The environment is usually dynamic, with responsibilities extending beyond core coding to include brainstorming product ideas, testing, and even engaging with customers. This level of variety and collaboration enables you to expand your skill set rapidly and have a direct impact on the startup’s success.
What are popular job titles related to Python Startup jobs in Ontario? For Python Startup jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Python Startup jobs in Ontario look for? The top searched job categories for Python Startup jobs in Ontario are:
Infographic showing various Python Startup job openings in Ontario as of May 2026, with employment types broken down into 70% Full Time, 20% Part Time, and 10% Contract. Highlights an 58% Physical, 2% Hybrid, and 40% Remote job distribution, with an average salary of $109,848 per year, or $52.8 per hour.
Principal Engineer CoCounsel Audit

Principal Engineer CoCounsel Audit

THOMSON REUTERS

Toronto, ON • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 23 days ago


Thomson Reuters rating

8.9

Company rating: 8.9 out of 10

Based on 19 frontline employees who took The Breakroom Quiz

19th of 425 rated business services


Job description

This posting is for proactive recruitment purposes and may be used to fill current openings or future vacancies within our organization.

Thomson Reuters is building the AI platform that will power the next decade of tax, accounting and audit products, including CoCounsel Audit, a suite of AInative products used by accountants on real client work every day. As a Principal Software Engineer, you will own core backend and AI orchestration systems that turn frontier models into reliable, productiongrade workflows at scale.

This role is for the CoCounsel for Audit team, formed from the recent acquisition of the startup Materia.


About the role:

Own the AI backbone: You will be the principal engineer responsible for the backend and orchestration layer powering AI agents, conversations, workspaces, and knowledge base across CoCounsel for Audit.

  • Shape the company's AI platform and patterns: Define patterns for building MCP servers, designing agents, novel uses of LLMs, experimentation, and scalable infrastructure. Your decisions will influence multiple product lines, not just a single feature.

  • Work at real production scale: Build and evolve systems that operate over millions of documents, highly structured tax data, ever changing laws, and thousands of concurrent AI interactions from accountants doing timesensitive work.

  • Small team, big surface area: Join a tight group of senior engineers and researchers shipping quickly, with direct access to product leadership and customers. Think ownership of a startup with the runway of a public company.

  • Great fit for managers who miss building: This role is intentionally designed for senior engineers and engineering managers who want to move back into a highimpact IC track. You keep the scope and influence of an EM - driving multiteam initiatives, setting technical direction, mentoring senior engineers - but spend most of your time in the code and architecture of AI systems instead of in 1:1s and status meetings.

What you'll do:

Technical leadership and crossfunctional influence

  • Lead multiquarter initiatives that cut across AI, product, and infra (e.g., a new orchestration layer, a low-latency retrieval system, or a unified knowledge base).

  • Mentor staff and senior engineers, raising the bar on system design, code quality, and AI integration practices across the org.

  • Be the expert in new model capabilities, collaborating closely with AI/ML engineers, researchers, designers, and PMs to translate industry improvements into reliable, userfacing workflows that accountants trust.

  • Help shape the team's roadmap, technical strategy, and engineering culture - from experimentation practices to testing, rollout, and postmortems.

  • Help define and lead the platform integration strategy across new and existing Thomson Reuters audit systems to provide world class content and solutions for our customers.

Design and own AIfirst backend systems

  • Architect and implement backend services (Python, FastAPI, PostgreSQL, AWS, Vercel) that power generative AI agents, complex workflows (e.g., tax filing, advisory, audit), and documentcentric experiences.

  • Build and evolve AI orchestration: routing, tool calling, MCP servers, multistep workflows, safety and guardrails, and robust error handling around thirdparty LLMs (OpenAI, Anthropic, and others).

Scale, reliability, and performance

  • Design for highthroughput, lowlatency AI workloads: caching, queuing, ratelimiting, model failover, and cost/performance tradeoffs.

  • Work with largescale data: millions of documents, retrieval and search, vector stores, and indexing strategies tailored to tax and accounting use cases.

  • Establish and refine SLOs, observability, and incident response for AI systems that must be correct, auditable, and trustworthy in professional workflows.

About You:

You are a fit for the position of Principal Software Engineer if your background includes:

Required Experience & Skills:

  • Bachelors Degree in Computer Science, Computer Engineering, Related Field, or Equivalent Experience

  • 8-10+ years of experience in backend development, building scalable web services and APIs.

  • Deep Python expertise and experience with production systems using frameworks like FastAPI (or similar), relational databases (PostgreSQL or equivalent), and a major cloud provider (AWS preferred).

  • Strong background in distributed systems: data modeling, API contracts, observability, resilience patterns, and performance tuning under load.

  • Proven track record owning large, complex projects endtoend: architecture, execution, rollout, and longterm operation.

  • Excellent communication skills and the ability to partner with product, design, and ML teams in a fastmoving environment.

  • Demonstrated interest in AI systems and new engineering paradigms: LLMs, agents, retrieval, or similar - you care about what "AInative" software should look like.

Preferred Skills & Experience

  • Handson experience integrating LLM APIs (e.g., OpenAI, Anthropic) into production applications, including prompt/response management, cost controls, and safety considerations.

  • Experience with AIadjacent infrastructure: vector databases, embeddings, semantic search, or custom retrieval pipelines.

  • Opinions and experience around automated testing, reliability, and release practices for systems with nondeterministic model behavior.

  • Prior experience in domains where correctness, auditability, and compliance matter (fintech, tax, audit, legal, or similar), or strong interest in applying AI in those contexts.

  • Many of our strongest candidates have bounced between EM and senior IC roles. If you've been managing for the last few years and want to get closer to the hard technical problems again - without giving up scope or career progression - this principal IC role is built for that pivot.

#LI-TH1

What's in it For You?

  • Hybrid Work Model: We've adopted a flexible hybrid working environment (2-3 days a week in the office depending on the role) for our office-based roles while delivering a seamless experience that is digitally and physically connected.

  • Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset. This builds upon our flexible work arrangements, including work from anywhere for up to 8 weeks per year, empowering employees to achieve a better work-life balance.

  • Career Development and Growth: By fostering a culture of continuous learning and skill development, we prepare our talent to tackle tomorrow's challenges and deliver real-world solutions. Our Grow My Way programming and skills-first approach ensures you have the tools and knowledge to grow, lead, and thrive in an AI-enabled future.

  • Industry Competitive Benefits: We offer comprehensive benefit plans to include flexible vacation, two company-wide Mental Health Days off, access to the Headspace app, retirement savings, tuition reimbursement, employee incentive programs, and resources for mental, physical, and financial wellbeing.

  • Culture: Globally recognized, award-winning reputation for inclusion and belonging, flexibility, work-life balance, and more. We live by our values: Obsess over our Customers, Compete to Win, Challenge (Y)our Thinking, Act Fast / Learn Fast, and Stronger Together.

  • Social Impact: Make an impact in your community with our Social Impact Institute. We offer employees two paid volunteer days off annually and opportunities to get involved with pro-bono consulting projects and Environmental, Social, and Governance (ESG) initiatives.

  • Making a Real-World Impact:We are one of the few companies globally that helps its customers pursue justice, truth, and transparency. Together, with the professionals and institutions we serve, we help uphold the rule of law, turn the wheels of commerce, catch bad actors, report the facts, and provide trusted, unbiased information to people all over the world.

Our use of AI within the recruitment process Thomson Reuters utilizes Artificial Intelligence (AI) to support parts of our global recruitment process. Unless you opt-out, our AI system will assess the information provided by you and compare it to the requirements listed for the role, and present the result to our recruitment personnel for further review. The AI system acts as a supporting tool, but there is always a human making the decision if you will be considered for the role.In the United States, Thomson Reuters offers a comprehensive benefits package to our employees. Our benefit package includes market competitive health, dental, vision, disability, and life insurance programs, as well as a competitive 401k plan with company match. In addition, Thomson Reuters offers market leading work life benefits with competitive vacation, sick and safe paid time off, paid holidays (including two company mental health days off), parental leave, sabbatical leave. These benefits meet or exceeds the requirements of paid time off in accordance with any applicable state or municipal laws. Finally, Thomson Reuters offers the following additional benefits: optional hospital, accident and sickness insurance paid 100% by the employee; optional life and AD&D insurance paid 100% by the employee; Flexible Spending and Health Savings Accounts; fitness reimbursement; access to Employee Assistance Program; Group Legal Identity Theft Protection benefit paid 100% by employee; access to 529 Plan; commuter benefits; Adoption & Surrogacy Assistance; Tuition Reimbursement; and access to Employee Stock Purchase Plan.Thomson Reuters complies with local laws that require upfront disclosure of the expected pay range for a position. The base compensation range varies across locations. Eligible office location(s) for this role include one or more of the following: New York City, San Francisco, Los Angeles, and/or Irvine, CA; McLean, VA; Washington, DC. The base compensation range for the role in any of those locations is $183,100 USD - $340,000 USD. For any eligible US locations, unless otherwise noted, the base compensation range for this role is $158,900 USD - $295,100 USD. Base pay is positioned within the range based on several factors including an individual's knowledge, skills and experience with consideration given to internal equity. Base pay is one part of a comprehensive Total Reward program which also includes flexible and supportive benefits and other wellbeing programs. This role may also be eligible for an Annual Bonus based on a combination of enterprise and individual performance.

About Us

Thomson Reuters informs the way forward by bringing together the trusted content and technology that people and organizations need to make the right decisions. We serve professionals across legal, tax, accounting, compliance, government, and media. Our products combine highly specialized software and insights to empower professionals with the data, intelligence, and solutions needed to make informed decisions, and to help institutions in their pursuit of justice, truth, and transparency. Reuters, part of Thomson Reuters, is a world leading provider of trusted journalism and news.

We are powered by the talents of 26,000 employees across more than 70 countries, where everyone has a chance to contribute and grow professionally in flexible work environments. At a time when objectivity, accuracy, fairness, and transparency are under attack, we consider it our duty to pursue them. Sound exciting? Join us and help shape the industries that move society forward.

As a global business, we rely on the unique backgrounds, perspectives, and experiences of all employees to deliver on our business goals. To ensure we can do that, we seek talented, qualified employees in all our operations around the world regardless of race, color, sex/gender, including pregnancy, gender identity and expression, national origin, religion, sexual orientation, disability, age, marital status, citizen status, veteran status, or any other protected classification under applicable law. Thomson Reuters is proud to be an Equal Employment Opportunity Employer providing a drug-free workplace.

Thomson Reuters makes reasonable accommodations for applicants with disabilities, including veterans with disabilities, and for sincerely held religious beliefs in accordance with applicable law. If you reside in the United States and require an accommodation in the recruiting process, you may contact our Human Resources Department atHR.Leave-Expert@thomsonreuters.com. Disability accommodations in the recruiting process may include things like a sign language interpreter, making interview rooms accessible, providing assistive technology, or other relevant accommodations. Please note this email is not intended for general recruitment questions and we will promptly respond to inquiries regarding accommodations. More information on requesting an accommodation here.

Learn more on how to protect yourself from fraudulent job postings here.

More information about Thomson Reuters can be found on thomsonreuters.com


What Thomson Reuters employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom