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Principal Machine Learning Engineer

Remote / Online - Candidates ideally in
Toronto, Ontario, C6A, Canada
Listing for: EvenUp
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-01-02
Job specializations:
  • IT/Tech
    AI Engineer, Machine Learning/ ML Engineer
Salary/Wage Range or Industry Benchmark: 260000 - 390000 CAD Yearly CAD 260000.00 390000.00 YEAR
Job Description & How to Apply Below

Overview

Principal Machine Learning Engineer rid role with the expectation of working at least 3 days a week from one of our office hubs in San Francisco or Toronto.

What you’ll do
  • Help define and drive the technical vision at Even Up, identifying the most impactful opportunities in generative AI and ensuring the company remains at the forefront of the rapidly evolving Document AI landscape.
  • Invent and deliver the next generation of Document AI and Conversational AI, enabling robust understanding, reasoning, and generation across diverse legal and medical documents, as well as natural, accurate, and context-aware interactions with users through conversational interfaces.
  • Lead research-to-production innovation in:
    Information Extraction & Reasoning;
    Generative Workflows;
    Conversational AI;
    Retrieval-Augmented Generation (RAG);
    Evaluation & Trust;
    Efficient Training & Adaptation.
  • Shape Even Up’s ML strategy and technical roadmap, working with product, engineering, and leadership to ensure our Document AI capabilities directly drive company growth and customer impact.
  • Act as a company-wide thought leader in generative AI, providing strategic advice to executives and influencing not just what we build, but how we prioritize and compete.
  • Mentor and elevate the ML organization, fostering a culture of deep technical rigor, creativity, and excellence.
What we look for
  • 12+ years of experience in machine learning, with a proven record of shipping multiple systems at scale and advancing the state of the art.
  • PhD in Machine Learning, Computer Science, or related quantitative field, or equivalent experience demonstrating mastery.
  • Recognized expertise in large-scale ML and LLMs, with strong publication, patent, or open-source contributions a plus.
  • Ability to define and drive a technical vision that aligns with company strategy, even under uncertainty.
  • Strong track record of innovation in deep learning, generative models, reinforcement learning, or probabilistic methods, with direct impact on real-world systems.
  • Hands-on mastery of modern ML tool chains and programming (Python, PyTorch, Tensor Flow, distributed training, large-scale data systems).
  • Exceptional ability to translate cutting-edge research into robust, practical solutions that move the needle for customers.
  • Demonstrated thought leadership and influence across organizations, with the ability to set standards and inspire others.
Why this role matters

This is a rare opportunity to operate at the frontier of generative AI in one of its most consequential applications. As Principal MLE at Even Up, you won’t just be solving technical challenges—you will be defining the roadmap of a company and shaping the trajectory of an industry.

If you want to push beyond today’s limits of LLMs, invent the future of Document AI, and see your work translate into justice and fairness for millions of people, we’d love to meet you.

Notice to Candidates

Even Up has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team. We have no affiliation with these situations. We post open roles on our career page () or reputable job boards like our official Linked In or Indeed pages, and all official Even Up recruitment emails will come from the domains , , ,  or no-reply.

To ensure fairness, we do not accept resumes or expressions of interest via email or social media messages. Please submit your application directly through our careers page.

If you receive communication from someone impersonating Even Up, please report it to  Examples of fraudulent domains include “” and “”

Benefits & Perks

As part of our total rewards package, we offer attractive benefits and perks, including:

  • Choice of medical, dental, and vision insurance plans for you and your family
  • Additional insurance coverage options for life, accident, or critical illness
  • Flexible paid time off, sick leave, short-term and long-term disability
  • 10 US observed holidays, and Canadian statutory holidays by province
  • A home office stipend
  • 401(k) for US-based employees and RRSP for Canada-based employees
  • Paid parental leave
  • A local in-person meet-up program
  • Hubs in San Francisco and Toronto

Please note the above benefits & perks are for full-time employees.

Even Up is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Compensation Range: $260K - $390K

Seniority level

Mid-Senior level

Employment type

Full-time

Job function

Engineering and Information Technology

Industries

Technology, Information and Internet

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