Mediafly5mo ago

CAD 120000–140000/yr

Senior Software Engineer, Professional Services

CanadaRemoteFull-timesenior

EngineeringOtherSoftware EngineerSoftware EngineeringProfessional Services

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Quick Summary

Overview

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,

Technical Tools

awscsharpdatadogjavascriptjiranew-relicpostgresqlpythonreactsalesforcesentrysqltypescriptci-cdcustomer-successdistributed-systemsoauthrest-apissaas

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.

Role Overview:

The Senior Software Engineer, Professional Services, is a customer-facing technical leader responsible for architecting, implementing, and delivering custom solutions, integrations, and platform extensions across a multi-domain enterprise environment. In this role, you will own the full lifecycle of technical delivery—from discovery and design through implementation, troubleshooting, and knowledge transfer—while ensuring high-quality execution and exceptional customer experience. You will work across AWS-hosted services, modern front-end frameworks, backend services in C# and Python, and enterprise integrations to solve complex customer problems. Your expertise in service-based architecture, distributed systems, and cross-domain troubleshooting enables you to guide customers, influence internal best practices, and elevate the overall quality of Professional Services delivery.

Lead the design, development, and delivery of customer-facing Professional Services solutions, including platform configurations, system integrations, data migrations, custom automations, and advanced troubleshooting.

Lead technical discovery with enterprise clients to translate business challenges into scalable product and architecture solutions.

Own implementation work end-to-end, ensuring aligned requirements, accurate scoping, on-time delivery, and seamless handoff to internal teams or customer stakeholders.

Identify opportunities for product expansion or additional services within customer environments by analyzing usage patterns, integrations, and operational workflows.

Build high-quality, maintainable code and utilities in C#, Python, JavaScript/TypeScript, and contribute to React-based extensions or front-end components when required.

Apply strong architectural judgment to design service-based, scalable, secure solutions across distributed and multi-domain systems.

Work with AWS infrastructure (e.g., Lambda, S3, API Gateway, CloudWatch, IAM, ECS/EKS basics) to support integrations, automations, and operational tooling.

Develop robust, idempotent integrations using REST APIs, webhooks, events, and enterprise identity standards (SSO/SAML, SCIM).

Troubleshoot issues that span multiple domains—application, data, infrastructure, authentication, and third-party systems—providing clear remediation steps and long-term fixes.

Implement and support Professional Services standard offerings, including CRM integrations, content operations, permissions models, identity/SSO/SCIM workflows, calendar and email integrations, and platform add-ins.

Build and maintain internal automation scripts and utilities to streamline repeatable PS work (bulk operations, data processing, orchestration tools).

Validate and debug data flows using SQL/Postgres and related tooling to ensure accuracy and alignment across systems.

Operate with rigor inside Jira: maintain accurate statuses, track estimates and actuals, uphold component and project conventions, and ensure visibility for cross-functional stakeholders.

Produce high-quality written deliverables including runbooks, technical guides, configuration documentation, and customer-facing updates.

Review code for PS-led engineering work, identify improvements, and uphold internal engineering standards around reliability, observability, and maintainability.

Collaborate with Support, Product Engineering, and Customer Success to close the loop on customer issues and drive continuous improvement.

Strong professional experience in C# and/or Python (5+ years), with solid fundamentals in backend development.

3+ years consulting directly with enterprise clients, leading technical discovery sessions and translating business challenges into scalable software and architecture solutions.

Proficiency in JavaScript/TypeScript, including hands-on experience with React for front-end or extension development.

Ability to write clean, maintainable, well-documented code across multiple languages.

Deep understanding of REST APIs, webhooks, authentication flows, and common integration patterns.

Ability to design and implement reliable, idempotent, scalable integrations with enterprise systems.

Solid SQL/Postgres skills for debugging data issues and validating integration behavior.

Familiarity with SSO/SAML, OAuth, SCIM, and enterprise identity lifecycle management.

Experience with common enterprise systems such as Salesforce/CRM platforms, SharePoint/CMS, email/calendar providers, and related APIs.

Hands-on AWS experience—particularly serverless, storage, IAM, monitoring/logging, and configuration management primitives used in SaaS environments.

Proficient with Git/GitHub, CI/CD basics, and command-line tooling.

Ability to reason about distributed systems, service boundaries, and cloud operational models.

Excellent written communication for runbooks, architecture notes, and customer-facing explanations.

Clear verbal communication able to articulate technical concepts to both technical and non-technical stakeholders.

Proven success delivering customer-facing technical projects in a SaaS or cloud-based environment, with ownership of outcomes, timelines, and stakeholder communications.

Disciplined approach to processes: accurate time tracking, strong Jira hygiene, and consistent documentation practices.

Experience implementing or supporting Microsoft Graph-based integrations and enterprise workflows.

Hands-on familiarity with Salesforce data models, SOQL, API usage, and troubleshooting integration edge cases.

AWS DevOps experience (infrastructure-as-code, automation pipelines, container orchestration, etc.).

Experience with enterprise-grade observability tools (Datadog, New Relic, CloudWatch Insights, Sentry, etc.)

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!

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 & US

Flexible working hours

Generous Paid Time Off

Competitive Salary

Health Benefits

Transparent Career Paths

Generous Paid Parental Leave

Remote Stipends

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.