Job Description

Senior/Staff MacOS Desktop Software Engineer

The Opportunity

This is a rare chance to own the most mission-critical piece of software at a well-funded, high-growth AI company. You'll be the lead engineer on a native MacOS desktop assistant used by thousands of professionals every day, with real stakes and real impact. Think "always-on" capture agent, not a side project.

The company has raised over $150M from top-tier investors and is signing six and seven-figure contracts with major professional services firms. The product is working, the market is expanding, and they need a senior engineer who can take the desktop experience to the next level.

What You'll Do

• Lead development of a native MacOS desktop agent that reliably captures and threads professional work activity in real time
• Design and build core capture systems using Swift, SwiftUI, AppKit, and macOS system-level APIs
• Collaborate cross-functionally with product, design, and backend teams to ship features that directly power the core product
• Contribute to backend services that handle ingestion and enrichment of captured activity data
• Help define architecture and raise the engineering bar as a senior technical voice on the team

Required Qualifications

• 6+ years of native MacOS desktop software development experience
• Shipped user-facing desktop applications at scale (millions of users)
• Deep expertise in Swift, Objective-C, SwiftUI, Cocoa/AppKit, and core macOS APIs
• Experience with systems programming: C, Rust, POSIX/Darwin system calls, or macOS system extensions such as File Provider or DriverKit
• Prior experience in a lead or senior engineering role (while staying hands-on)
• Strong cross-functional collaboration skills and clear technical communication

Preferred Qualifications

• Experience building long-lived, always-on desktop applications (think: background agents, sync clients, or security tools)
• Full-stack exposure: TypeScript, React, or Node.js
• Familiarity with generative AI or LLM-based products
• PKG/DMG packaging and macOS distribution experience

The Details

• Compensation: $215,000 to $250,000 base salary, plus competitive equity
• Location: Fully remote, US or Canada (PST to EST hours)
• Visa sponsorship: Not available at this time

About High Sierra Talent

High Sierra Talent is a boutique IT recruiting firm with a deep network across software engineering, infrastructure, and emerging technology. We work with a select group of high-growth companies and connect them with engineers who are ready to make a real impact. We take the time to understand both sides of the equation, so when we reach out, it's worth your time.

Interested? Apply below or reach out directly. We respond to every qualified applicant.