3. When success stops feeling like enough
So if values reveal whether organisational purpose is real then the next question is more personal. What happens when employees begin asking whether their own lives and careers still feel meaningful?
The signal: Leadership coach and author Rob Cross describes a ‘perpetual life crisis’: a persistent sense that life is being spent rather than fully lived. It can emerge at any age and often appears when a person’s career, finances and family life look successful from the outside.
Someone may achieve the promotion they have worked towards for years and then find the satisfaction fades far more quickly than expected and attention moves to the next milestone. Then the question begins to surface: is this it?
Cross traces this questioning back to three deceptively simple prompts:
- Who am I?
- Why am I here?
- How will I live?
The first separates identity from job title and status. The second asks what contribution someone wants to make through their work, relationships and choices. The third turns reflection into action by examining where time and attention are actually going.
Why it matters: Questions of identity and fulfilment inevitably enter the workplace. They influence motivation, career decisions, wellbeing and whether someone can still imagine a future with the organisation.
Traditional development conversations often concentrate on the next role, capability gap or promotion. Someone may be performing well while privately wondering whether the path itself still makes sense. A bigger job will rarely resolve that uncertainty.
What’s really going on: Busyness can conceal career drift for years. Capable people keep delivering, meeting expectations and accumulating achievements without pausing to decide whether those achievements still matter to them.
Organisations also need to be careful about the promise of purpose. Work can provide contribution, connection and growth. Expecting an employer to carry someone’s entire identity and sense of meaning places an impossible burden on both sides.
The leadership question: Do your career and development conversations give people space to explore who they are becoming and the contribution they want to make? Leaders do not need to supply the answers. They can create the conditions in which better questions are safe to ask.
👉 Read Rob Cross’s full article on why the perpetual life crisis is becoming an issue for careers, leadership and employee wellbeing The perpetual life crisis: why success at work no longer feels like enough 5-minute read
Find your purposeful space!
Siân
Editorial director, The People Space
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