Software Engineer (Staff-Level)

Chestnut

• $150K — $180K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of experience building and scaling complex software systems
  • Led architecture or technical strategy for a product or platform team
  • Proficient across backend, data, and infrastructure layers; can dive into frontend as needed
  • Strong problem solver with a systems thinking approach
  • Excited to shape technical direction in a growing company
  • Strong communication skills for cross-disciplinary collaboration
  • Comfortable with ambiguity and real-world data for scalable solutions

Responsibilities

  • Lead design and implementation of critical systems for the platform
  • Make architectural decisions optimized for scale, performance, and maintainability
  • Collaborate with product, design, and other engineering leaders on roadmaps
  • Identify and unblock high-risk areas across teams
  • Enhance engineering excellence through mentorship and code reviews
  • Establish engineering culture, norms, and hiring standards

Benefits

  • Competitive salary and equity with a long exercise window for stock options
  • Remote-first culture focused on trust, autonomy, and performance
  • Team bonding offsites
  • Flexible vacation policy allowing personal choice in time off
  • Comprehensive health, dental, and vision insurance, heavily subsidized
Full Job Description
What You'll Do
  • Lead the design and implementation of critical systems that serve as building blocks for the platform
  • Make architectural decisions that optimize for scale, performance, and maintainability
  • Partner with product, design, and other engineering leaders to define roadmaps and scope technical investments
  • Identify and unblock high-risk areas across teams, diving deep when needed
  • Raise the bar for engineering excellence through mentorship, modeling, and thoughtful code review
  • Help establish engineering culture, norms, and hiring standards as we grow


You Might Be a Fit If You...
  • Have 8+ years of experience building and scaling complex software systems
  • Have led architecture or technical strategy for a product or platform team
  • Are comfortable working across backend, data, and infra layers (and diving into frontend when needed)
  • Think in systems and excel at finding pragmatic solutions to messy problems
  • Are excited to shape the technical direction of a growing company
  • Have strong communication skills and enjoy working across disciplines
  • Are energized by ambiguity, real-world data, and building for scale


Our Stack
  • Languages: Go, TypeScript
  • Frontend: React, Tailwind
  • Infra: K8s, ArgoCD, Kargo, Temporal, Dagster
  • Data: Postgres, Dynamo, Snowflake


Benefits
  • Competitive salary and equity, with 10 year exercise window for stock options
  • Remote-first culture built on trust, autonomy, and high performance
  • Team offsites for all of us to bond
  • Take what you need vacation policy
  • Top notch health, dental, and vision insurance subsidized by us

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