The question you're afraid to ask
She left law for creative writing. Then got stuck again.
Careers are perspective problems
I keep having the same conversation.
Different people, different industries, different titles.
For some, it’s the weight of other people’s expectations - family, friends, loved ones who have a very clear idea of the path you should be on.
For some, it’s a company that looks impressive on a CV but is quietly draining everything out of you. The job looks fine. But fine isn’t fulfilling. It just doesn’t fit anymore.
For most, it’s both. And the hardest part isn’t even knowing something needs to change. It’s not knowing how to get from here to there.
I know this feeling well.
I was the management consultant at a Big 4 firm who was completely detached and fatigued from her day-to-day. On paper, the job made perfect sense. In reality, it was hollow. And I had parents who were finally proud of where I worked.
I knew what I wanted. But I kept asking myself - does it actually make sense to leave?
Because somewhere along the way I’d started shrinking my ambition so my job title felt like enough.
It wasn’t.
Look, the average person spends approximately 90,000 hours at work over a lifetime. That’s one third of your life. A very long time to stay stuck. A very long time to keep second-guessing. A very long time to do work that doesn’t fit who you’ve become.
How to go from stuck to decided.
I want to tell you about Sophie.
Sophie came to me earlier this year carrying a lot.
She knew she was misaligned as a lawyer. So she made a bold move - she left law to pursue creative writing.
But now she was inside the pivot, and it was messier than she expected.
She felt stuck.
Her new field had multiple paths and she didn’t know which one to take. She was intimidated by the technical skills she felt she was missing. She was second-guessing every decision. And she was terrified of wasting more time going down the wrong path.
That’s when she came to me. In her own words:
“I have already pivoted, but my new career also has many paths within it, so I don’t really know which way to go from where I am now. I don’t want to waste too much time on another path before realising it’s not for me. I’m also intimidated by the technical skills required for the kinds of job postings I’ve been looking at - and I just need to move past it.”
In one hour together, I reframed her perspective and helped her see exactly why she’d been stuck in that loop. We uncovered the hidden biases she hadn’t noticed. And I gave her a framework she could trust to make a decision and keep moving, even after our session ended.
A day after the session, here’s what she said:
“I liked how it was not all ‘stuffy’ and ‘official’. It felt like talking to a friend. You helped me identify my biggest issue - imposter syndrome - which I did not even know I was suffering from. That’s the first step towards solving it.
You also helped me realise that I don’t have to go down a particular path just because it appears to be in front of me and available for the taking. That had been such a huge mental - maybe even emotional - problem for me. Thank you for taking that burden off my back.
I feel very relieved because I now know that I can zero in on what I love and want to do the most without looking back.”
Decision made!
That’s what one hour of the right coaching does.
My upcoming The Next Move Workshop gives you 90 minutes of the same.
No secrets. Nothing held back. Not an AMA, not a motivational session, not a generic webinar.
A focused, deep-dive workshop designed to take you from unclear to decided - with a clear Point A → Point B for your next career move.
Workshop Date: June 20th. Early bird pricing closes June 6th.
Still not sure if this is for you? Ask yourself one question:
Have I been thinking about this career move for longer than 3 months without making a real decision?
That’s the question you’re afraid to ask.
If the answer is yes - this workshop was built for you.
See you on June 20th.
- Wamide💜


