Sidekick Labs

Sidekick Labs | Senior SWE, R&D Engineer, Intelligence Engineer | REMOTE (US Timezones) | Full-time | $170k to $230k Base + Equity + Health
Sidekick builds AI security software for enterprises. Our sensors observe AI behavior and use in situ. From those observations, our reasoning pipeline produces an application inventory and a risk picture, allowing us to provide real-time intervention and coaching right when it matters.
Compensation: base salary scaled to experience, meaningful early-stage equity, and 100% covered health insurance for you and your immediate family
We are a highly senior team. Most of us have been founders or on early founding teams, so we operate with high ownership. We expect you to have a real, current AI-assisted development practice. Our system spans several languages, and we expect you to use AI tools to quickly navigate unfamiliar parts of the codebase so you can comfortably own problems end-to-end across a broad stack.
We are hiring for three roles:
- Senior Software Engineer: You will work across our event-driven architecture. You'll write Go and Python backend services and touch endpoint-deployed browser and desktop components. You need to be comfortable developing in a multi-tenant, microservice-driven SaaS architecture and understand typical scale and security implications for such products.
- R&D Engineer: This is not an open-ended research function. You will take ambiguous feasibility questions tied to our roadmap and return defensible answers inside a week. You'll build handoff-ready prototypes, then shift into engineering mode to personally drive them through to production. You will also define operational envelopes and degradation boundaries, and rigorously deprecate infeasible ideas with documented rationale to avoid future re-litigation.
- Intelligence and Data Processing Engineer: This role is for someone who loves real browser and desktop forensics. You'll use dev tools and debuggers as your primary instruments. Expect to be reading minified code to find where state lives and analyzing network logs to understand undocumented APIs. You will figure out how AI products work and build the prototyping and automation to maintain our software inventory.
To apply:
Send an email to [email protected] with the role in the subject. Include a PDF of your resume, a quick sentence or two about a tough technical problem you've solved recently, and links to your GitHub, personal site, and/or LinkedIn.
I'm Eric, VP of Technology, and I will personally read every email sent to the HN subaddress. You can view my background here: https://www.linkedin.com/in/three-two-one
https://sidekicklabs.com