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Kat Wong of Oh Yeah Advises on Moving Beyond Past Success in Creative Careers

opinion-review · 2026-05-19

In the latest edition of Creative Career Conundrums by If You Could Jobs, Kat Wong, the founder of the career transition platform Oh Yeah, responds to a query from a top graphic design graduate. This individual feels an urge to quickly ascend to a creative director position while desiring personal freedom. Wong identifies this common dilemma faced at pivotal career moments and stresses the importance of understanding one's motivations for clearer choices. She challenges the necessity of seeking validation through higher titles and cautions against the sunk cost fallacy. Wong advocates for introspection regarding ego and comparison, suggesting that pursuing diverse career options could enhance overall satisfaction. Her impressive 30-year background includes positions at Apple and BBC Radio, leading to the establishment of Oh Yeah in 2025.

Key facts

  • Kat Wong founded the career change platform Oh Yeah in 2025 after leaving Apple
  • Creative Career Conundrums is a weekly advice column from If You Could Jobs, the jobs board from It's Nice That
  • The reader graduated at the top of their graphic design class and feels pressure to become a young creative director
  • Wong advises knowing your 'why' behind what you want to prove to gain clarity
  • Wong describes comparison as the annoying bedfellow to expectation
  • Wong raises sunk cost fallacy as a possible reason for staying on a path
  • Wong's 30-year career included Apple and BBC Radio and producing documentaries about the fall of apartheid
  • Wong says past successes do not guarantee an unbroken run of top achievements, comparing this to top athletes

Entities

Artists

  • Kat Wong

Institutions

  • Oh Yeah
  • If You Could Jobs
  • It's Nice That
  • Apple
  • BBC Radio
  • DK Living
  • Dorling Kindersley
  • ManvsMachine
  • Recruitment Agency

Locations

  • London
  • United Kingdom

Sources