к тому времени как ему исполнилось

к тому времени как ему исполнилось 30 лет, у него уже было две профессии и он поменял несколько мест работ

Результаты (английский) 1:

by the time he was 30 years old, he already had two professions and he changed a few places works

Результаты (английский) 2:

by the time he turned 30, he already had two professions, and he changed several jobs

Результаты (английский) 3:

by the time he was 30 years old, he's already had two jobs, and he changed a few places work