Staff Software Engineer

About DeepWalk

DeepWalk 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, TypeScript, 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)

DeepWalk participates in the federal E-Verify program to confirm the employment eligibility of all newly hired employees.

DeepWalk 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, DeepWalk provides equal pay for equal work and complies with all federal, state, and local pay transparency and compensation requirements.