Senior Software Engineer, AI & Fullstack

Who we are:

Mediafly is the leading revenue enablement platform market-facing teams use to plan, predict, coach, and engage at the highest levels. Our unified suite of solutions create immersive buyer experiences; enable sellers to lead with value, allow managers to scale coaching, and empower leaders to forecast with confidence. In today’s unpredictable market, Mediafly is the key to delivering predictable efficient growth.

Read this first: Research shows that while men apply to jobs when they meet an average of 60% of the criteria, women and other marginalized groups tend to only apply when they check every box. If you think you have what it takes, but don't necessarily meet every single point on the job description, please apply. We'd love to have a chat to see what skills/experiences you are able to bring to this team

.
We’re looking for a Senior Software Engineer with expertise in fullstack development and experience building or integrating AI-driven systems. In this role, you'll design, build, and optimize features powered by AI, while contributing broadly to our product stack. You'll collaborate closely with product, design, and infrastructure teams to ship high-impact capabilities and shape technical directio

n.
This is an individual contributor (IC) role with broad scope: you’ll influence architecture, lead through technical discovery and execution, and tackle complex engineering challenges head-

on.
At Mediafly, you’ll help build the future of our multi-million ARR platform, delivering AI-driven workflows that directly impact thousands of users. Your contributions won’t be lost in the noise; they’ll help define what’s n

ext.
Responsibilities of a Senior Software Engi

• neer:Design and integrate AI workflows into customer-facing products using agent-like architectures or orchestration frameworks (e.g., LLamaIndex, LangC
• hain)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-tu
• ning.Work fullstack to build scalable, observable, and maintainable web application feat
• ures.Architect and implement APIs, databases, and cloud services to support both AI and traditional product feat
• ures.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 outc
• omes.Champion engineering quality, ensuring solutions are testable, observable, maintainable, and se
• cure.Mentor engineers and provide technical guidance on best pract

ices.You will be successful in this role with (Requi

• red):Minimum of 5+ years as a Software Engineer, with at least 2–3 years working on SaaS products and practical experience applying AI/ML in production sys
• tems.Technical Breadth: Fluency in fullstack development, particularly with Python, Node.js, and React. You've built and maintained production-grade systems with meaningful architectural owner
• ship.Pragmatic AI Experience: Hands-on experience working with AI systems—such as AI agents, AI-powered search, RAG pipelines, or integrating LLMs via orchestration frameworks. You may have worked with prompt design, embeddings, or vector datab
• ases.Architectural Skills: Proven ability to design scalable, distributed, and robust sys
• tems.Collaboration & Communication: You value open discussions, give and receive feedback well, and thrive in a collaborative environ
• ment.Curiosity & Problem-Solving: You love diving deep into complex systems, understanding how they work, and finding creative ways to improve them. Whether it's optimizing existing architecture or rethinking processes, you bring a thoughtful approach to problem-solving. You’ve likely worked on challenging tech before and enjoy the satisfaction of making things more efficient, scalable, and future-p
• roof.Product Mindset: You care about more than just the code—you’re curious about the why behind what you’re building. You think about the business impact, user experience, and long-term value of your work, ensuring that technical decisions align with broader company and customer g
• oals.Versatility & Leadership: You’re comfortable switching between research initiatives and hands-on execution. Whether you're engaging in high-level architectural discussions, exploring new opportunities, or rolling up your sleeves to debug and build, you adapt seamlessly to what the situation calls

for.
Nice to

• Haves:Experience with DevOps with preference f

or AWS
CA$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.
Location and W

ork SetupThis 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 ti

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

platform!

Why Med

iafly/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 syste

m stability.
Remote ba

sed in CanadaFlexible

working hoursGenerous

Paid Time OffCompe

titive SalaryHe

alth BenefitsTransparent

Career PathsGenerous Paid P

arental LeaveR

emote Stipend
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 individ

uals to apply.
Thanks to our commitment to employee experience, Mediafly has been recognized as a Best Place to Work from Crain's, In

c. and BuiltIn.
Mediafly's HQ is based

in Chicago, IL.