I help technical founders ship faster with quality through battle-tested architecture and agentic workflows
The code compiled. The tests passed. Then production crashed. This is the nightmare scenario CTOs and engineering managers face when considering AI-assisted migrations. I've been deep in the world of Objective-C to Swift migrations, and there's a critical gap most teams miss: AI tools excel at syntax conversion but fundamentally misunderstand how memory management works differently between Objective-C and Swift. I've identified five systematic mistakes that emerge in AI-assisted migrations: → Nullability assumptions that break implicit contracts → Forgotten observer cleanup creating memory leaks → Misunderstood closure captures causing retain cycles → Notification patterns that introduce memory leaks → Over-aggressive @objc annotations killing performance These aren't edge cases. They're predictable patterns from how AI approaches code conversion. The solution? Let AI handle the mechanical work, but pair it with experienced code review from someone who understands both memory models. I wrote up the details with examples for each pattern: https://lnkd.in/eztqPh6P It's worth a read if you're considering migrating from Objective-C to Swift.
