Cloudinary

Lead Software Architect

Cloudinary

full-time

Posted on:

Location Type: Hybrid

Location: Illinois • United States

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Job Level

Senior

Tech Stack

Cloud

About the role

  • - Own the technical direction of Cloudinary for Builders, end to end, like a Co-founder & CTO
  • - Co-lead the pod with its GM, shaping both product and technical decisions
  • - Explore and evaluate emerging platforms (LLMs, builder tools, agent frameworks) and decide where Cloudinary should show up
  • - Design, build, and ship integrations, plugins, connectors, widgets, and other low-friction entry points for builders
  • - Own architecture, DevOps, deployment, and operations — whatever needs to be done, gets done
  • - Build pragmatically: ship what validates value, cut everything else
  • - Continuously adjust focus based on learnings and constraints in pursuit of product-market fit

Requirements

  • - 10+ years as a senior developer or technical leader, still highly hands-on
  • - Strong founder mentality: ownership-driven, comfortable with ambiguity, biased toward solutions
  • - Prior startup or founder experience is a strong plus
  • - Deep familiarity with developer ecosystems and active involvement in the dev community
  • - Proven experience building integrations, plugins, SDKs, or platform extensions
  • - Hands-on experience with GenAI and LLM tooling, including:
  • - LLM and agent integrations
  • - MCPs or similar protocol-based systems
  • - Tools, widgets, or workflows inside LLM environments
  • - Gemini Gems, ChatGPT tools, or similar extensibility models
  • - Experience with automation/workflow tools (e.g. n8n) is a plus
  • - Strong understanding of cloud architecture, DevOps, and production systems
  • - Full-stack in the broad sense: infrastructure, APIs, systems, integrations (frontend polish is secondary)
  • - Curious, fast-learning, pragmatic, and biased toward shipping
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
cloud architectureDevOpsintegrationspluginsSDKsplatform extensionsGenAILLM toolingautomation toolsfull-stack development
Soft Skills
ownership-drivencomfortable with ambiguitysolution-orientedcuriousfast-learningpragmaticbiased toward shipping