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Software Engineer, Cloud Engineer - Software

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: DeepWalk
Full Time position
Listed on 2025-12-21
Job specializations:
  • Software Development
    Software Engineer, Cloud Engineer - Software
Salary/Wage Range or Industry Benchmark: 150000 - 190000 USD Yearly USD 150000.00 190000.00 YEAR
Job Description & How to Apply Below
Position: Staff Software Engineer

Base pay range

$/yr - $/yr

About Deep Walk

Deep Walk is a fast‑growing venture that helps cities keep people safe using computer vision to map and monitor their sidewalks. We have ongoing contracts with cities, universities, and engineering firms. Last year we processed thousands of miles of sidewalk across 20+ states. We’ve raised $4.1M, recently closed a $2.1M seed round led by Enable Ventures, and we currently generate 7‑figure revenue helping communities across America.

What

You'll Do

We’re hiring a Staff Software Engineer to lead the technical direction of our computer vision platform for automated sidewalk inspection. You will…

  • Implement CV / ML systems (semantic segmentation, instance segmentation, and classification)
  • Design data pipelines to process thousands of miles of sidewalks through our computer vision and automated measurement systems
  • Guide architectural decisions for handling hundreds of terabytes of sidewalk data and millions of images
  • Lead and mentor our current development team as an IC
  • Collaborate with CEO/operations to guide and prioritize feature development
  • Define best practices around deployment, observability, and system reliability
What We're Looking For Required
  • 8+ years of experience in software engineering, with at least 3 years focused on architecting, deploying, and operating scaled production systems
  • 3+ years of experience working in a startup or growth‑stage company
  • 2+ years of experience leading or mentoring technical engineering teams
  • Experience deploying and operating computer vision / ML systems in production
  • Fluency in at least one modern backend language (Python, Java, Type Script, Go, etc.)
  • Deep understanding of system design, scalability, and distributed systems
  • Experience with AWS, GCP, or Azure
  • Familiar with object detection, classification, and segmentation
Nice to Have
  • Experience with real‑time or large‑scale data pipelines
  • Infrastructure‑as‑Code experience (Terraform, CDK, etc.)
  • ML observability, data validation, or model deployment experience
  • Familiarity with geospatial or sensor‑driven data
  • An interest in urban planning and accessibility
Compensation & Benefits
  • $150,000 - $190,000 base salary
  • Equity
  • Unlimited PTO (most of our team takes 3‑4 weeks vacation per year)
  • Health insurance
  • 401k ~4% match (100% on first 3%, 50% on the next 2%)
  • Convenient office location in The Loop
  • Hybrid (usually 2 days in‑office)

Deep Walk participates in the federal E‑Verify program to confirm the employment eligibility of all newly hired employees.

Deep Walk is an Equal Opportunity Employer and is committed to building a diverse and inclusive workplace. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other legally protected status.

In accordance with applicable laws, Deep Walk provides equal pay for equal work and complies with all federal, state, and local pay transparency and compensation requirements.

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