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# Director of Software Engineering

- **Company:** The Upside
- **Location:** Mundelein, IL, United States (Remote available)
- **Experience:** Experienced
- **Contract:** Permanent contract
- **Skills:** Amazon Web Services, Software as a Service, Cloud Computing, Python (Programming Language), Systems Development Life Cycle, Software Engineering, AI Coding Agents, Software Coding
- **Published:** October 27, 2026
- **Apply:** https://www.thejobnetwork.com/job/cd2cfc23-6c89-4077-a0b6-c0af3b2a094b/director-of-software-engineering

## About the Role

* 7+ years of progressive software engineering experience, preferably within a multi-tenant SaaS environment.
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 * 3+ years of direct experience managing software engineers; 5+ years preferred.
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 * 5+ years of hands-on experience developing production applications using Python.
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 * Recent hands-on experience developing or supporting cloud-based applications within AWS.
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 * Strong understanding of SaaS architecture, cloud-native development, application scalability, and modern software engineering practices.
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 * Experience establishing or improving SDLC processes, coding standards, testing practices, and engineering documentation.
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 * Working knowledge of AI-assisted software development tools and best practices.
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## Description

The Director of Engineering will lead the engineering team responsible for the company's next-generation SaaS platform. This is a remote position (must be based in the Midwest or on the East Coast) reporting directly to the CTO. This individual will manage a team of five engineers today, with plans to approximately double the team over the next 6-12 months., This is a hands-on, player-coach leadership role with ownership over how the platform is built and delivered. You will provide technical and architectural direction while developing the team, establishing engineering standards, and building the processes needed to support continued growth., 2. Build & Scale the Team: Lead a team of five engineers today with the support and investment to approximately double the organization over the next 6-12 months. You will serve as the hiring manager for every engineer added to the team.
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 3. Own the Engineering Function: Take ownership of the team's SDLC, development standards, performance benchmarks, documentation, and overall engineering processes.
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 4. Lead a Next-Generation Platform: Take engineering leadership of a new SaaS platform that has begun onboarding customers with additional implementations planned over the coming months.
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 5. High Visibility & Executive Exposure: Work closely with the CTO, CISO, Product, and other leaders while playing a highly visible role in the continued development of the platform.
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