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Mediafly
Remote Senior Software Engineer (AI & Fullstack)Mediafly • Richmond Hill, Ontario
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Remote Senior Software Engineer (AI & Fullstack)

Remote Senior Software Engineer (AI & Fullstack)

Mediafly • Richmond Hill, Ontario
30+ days ago
Job type
  • Full-time
  • Remote
Job description

Who we are:

At Mediafly, we help the world’s top revenue teams work smarter and achieve measurable impact. Our platform brings together sales enablement, content, and performance insights so sellers have the coaching, tools, and intelligence they need to succeed. By weaving value selling into every workflow, we empower teams to accelerate deal cycles, boost win rates, and prove ROI.


For you, that means joining a company where innovation meets purpose—where your work helps businesses deliver more meaningful buyer experiences and drives results that truly matter. You’ll be part of a collaborative, growth-focused team that values expertise, creativity, and human connection.



Do you love solving tough engineering challenges and want to shape how AI is used in real products? At Mediafly, you’ll build features that help revenue teams around the world sell smarter and you’ll do it with a collaborative, remote-first team that values creativity, curiosity, and growth.


We’re looking for a Senior Fullstack Engineer with a mindset for leveraging AI to develop enterprise software. Someone who is excited to design, ship, and scale AI-powered features while also contributing across our complete tech stack which includes Python, Node.js, React, Java and C#. If you’re eager to learn, experiment, and have real impact, we want to hear from you, even if you don’t tick every box.


This role is hands-on and influential. You’ll shape architecture, experiment with new ideas, and see them through to production. The features you ship will directly improve how thousands of sales professionals close deals every day. Your contributions won’t be lost in the noise; they’ll help define what’s next.


AND you’ll have opportunities to explore leadership paths, work on greenfield AI features, and grow your expertise in AI, cloud and DevOps.


What You’ll Do:




  • Design and integrate AI workflows into customer-facing products using agentic architectures (e.g. MCP) and orchestration frameworks (e.g. LlamaIndex, LangChain)




  • Optimize LLM-powered features for performance, scalability, and cost-efficiency. This may include prompt engineering, retrieval-augmented generation (RAG), and evaluation of system quality—not necessarily model fine-tuning.




  • Work fullstack to build scalable, observable, and maintainable web application features.




  • Architect and implement APIs, databases, and cloud services to support both AI and traditional product features.




  • Lead and collaborate on all portions of the SDLC including technical discovery to break down large, complex, and ambiguous problems into clear, actionable initiatives and tasks to drive successful outcomes.




  • Champion engineering quality, ensuring solutions are testable, observable, maintainable, and secure.




  • Mentor engineers and provide technical guidance on best practices.




You’ll be successful in this role with:




  • 5+ years of software engineering experience with at least 2–3 years building SaaS products.




  • Fullstack development skills in Python, Node.js, and React (or similar modern frameworks).



  • Hands-on experience with search technologies like OpenSearch or Elasticsearch.


  • AI assisted development mindset and experience leveraging tools like Claude, Codex, Co-pilot to accelerate research, requirements gathering, development, and testing.




  • Experience developing with AI systems - this could include LLM integrations, AI-powered search, vector databases, RAG pipelines, evaluations, or even an agent-driven hobbyist project.




  • System design experience, with a track record of building scalable, reliable, and secure architectures.




  • Collaborative mindset: you communicate clearly, value feedback, and enjoy working with product, design, and infrastructure partners.




  • Curiosity and problem-solving: you dig into complex systems, make them better, and balance pragmatism with long-term thinking.




Nice to have:




  • Familiarity with orchestration frameworks (LangChain, LlamaIndex, etc.) and prompt/embedding design.




  • Familiarity with AI agent protocols and concepts, including MCP and A2A




  • Exposure to cloud infrastructure and DevOps practices (especially AWS).




  • Experience with observability and monitoring tools (Datadog, Grafana, etc.




  • A product mindset: you care about user experience, business impact, and the “why” behind the features.




  • Interest in emerging AI technologies and shaping how they’re applied in real-world SaaS products.




  • Hands on experience building and maintaining CRM integrations




$120,000 - $155,000 a year

At Mediafly/Dooly, we believe that pay transparency is essential to building trust, promoting fairness, and driving equity in the workplace. By openly sharing salary ranges in our job postings, we aim to empower candidates with clear expectations and ensure that all employees are valued for their contributions. This commitment reflects our dedication to fostering an inclusive culture where everyone has access to opportunity and growth. We believe that transparency not only strengthens our hiring process but also reinforces our core values of integrity, accountability, and respect.




The salary range listed is a typical starting point for this role, but at Mediafly, your potential doesn’t stop there! We believe in rewarding talent, curiosity, and impact, which means there’s plenty of room to grow your career, and your compensation, over time. Join us, and you’ll have the chance to take on new challenges, expand your skills, and advance in ways that reflect your contributions and ambition.





Why Mediafly/Dooly?


This is your opportunity to make a significant impact in a small team supporting a product line with multi-million dollar annual recurring revenue. We're at an exciting inflection point—after years of rapid development on our legacy codebase, we're now focused on strengthening our foundation while continuing to deliver value. You'll help shape the future of our platform by building new features while simultaneously improving code quality and system stability.



  • Remote based in Canada

  • Flexible working hours

  • Generous Paid Time Off

  • Competitive Salary

  • Health Benefits

  • Transparent Career Paths

  • Generous Paid Parental Leave

  • Remote Stipend




Location and Work Setup


This is a 100% remote position with a collaborative team that values flexibility and trust. We use modern communication and collaboration tools to stay connected and productive across time zones.


Ready to make an impact on a product that matters? Apply today and help us build the next generation of our platform!





Mediafly is an equal opportunity employer, which means we do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome people of different backgrounds, experiences, abilities and perspectives and encourage all interested individuals to apply.


Thanks to our commitment to employee experience, Mediafly has been recognized as a Best Place to Work from Crain's, Inc. and BuiltIn.


Mediafly is a fully distributed company with an HQ in Chicago, IL.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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Remote Senior Software Engineer (AI & Fullstack) • Richmond Hill, Ontario

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