Lead iOS Engineer — Architecture, CI/CD & Security

Jobtailor; Chicago (IL); On-site; USD 180,000 - 240,000; Full time

Job summary

Jobtailor in Chicago is seeking a senior iOS engineering leader to drive architecture, tooling, and security across a high-impact mobile app used in vehicle auctions. You will own the iOS CI/CD pipeline, shape observability, and mentor engineers to deliver robust, data-informed product enhancements.

Lead efforts to migrate UIKit to SwiftUI where applicable, implement strong security practices, and collaborate with backend, product, and design teams on API design and feature backlog.

Qualifications

• 8+ years of professional iOS engineering experience.
• Deep expertise in Swift and UIKit.
• Proven experience leading or contributing to a UIKit-to-SwiftUI migration.
• Strong grasp of iOS architectural patterns (MVVM, Router/Coordinator, Async/Await).
• Experience owning CI/CD pipelines for iOS (GitHub Actions, Xcode Cloud, or similar).
• Hands-on experience with feature flag systems.
• Solid understanding of iOS security: Keychain, certificate pinning, etc.
• Experience integrating and maintaining push notification platforms.
• Proven ability to mentor engineers across experience levels.
• Strong communication skills to articulate technical tradeoffs.

Responsibilities

• Provide technical leadership for a mobile app used in vehicle auctions and guide architectural decisions.
• Own the CI/CD pipeline for iOS and improve observability practices.
• Lead security hardening across the iOS codebase and design integrations with third-party platforms.
• Collaborate with backend teams on API and service design; partner with product and design on feature backlog.
• Support production incident response for iOS issues.

Skills

Swift

UIKit

UIKit-to-SwiftUI Migration

MVVM

Router/Coordinator

Async/Await

CI/CD Pipelines

Feature Flag Systems

Push Notification Integration

iOS Security

Tools

GitHub Actions

Xcode Cloud

Job description

Jobtailor in Chicago is seeking a senior iOS engineering leader to drive architecture, tooling, and security across a high-impact mobile app used in vehicle auctions. You will own the iOS CI/CD pipeline, shape observability, and mentor engineers to deliver robust, data-informed product enhancements.

Lead efforts to migrate UIKit to SwiftUI where applicable, implement strong security practices, and collaborate with backend, product, and design teams on API design and feature backlog.