Roundtables and guest episodes
Three friends and one couch, working through the career questions nobody handed us a map for. Made for anyone trying to decide what to do with their working life.
Sit in on this oneAmbition, ladders, money, and the uncomfortable possibility that professional progress can move you further away from the life you actually wanted.
6 August 2026 · 1h 04m
If you'd rather just listen
Not a content library. A list of careers and doubts we're not finished with.
One of us thought product management was just being bossy with slides. Then we invited someone who actually does it, and none of us were sure what we do all day anymore.
A guest who left a safe, respectable career with no plan B. We spend an hour deciding whether they are a cautionary tale or the only person in the room making sense.
User research, climate finance, technical writing, commercial arbitration. We read out job titles we did not know existed at twenty-three and ask who gets told about these options.
One of us admits they would take the applause over the achievement. Nobody in the room comes out of this conversation looking particularly noble.
Nobody here agreed to agree, and none of them took the same route in.
Usually asks the question everyone else was politely avoiding.
Lagos-raised, London-tested, and usually building something. A software engineer and entrepreneur who cannot accept a good-sounding plan until the logic is visible. Jephtah believes most people are one honest question away from choosing differently, and that he is usually the one who should ask it.
Laughs first, then ruins your point kindly.
Raised in Nigeria and curious about people everywhere. Debbie keeps the conversation out of seminar territory by laughing loudly, noticing silently, and caring about the ordinary decisions that quietly become whole careers.
Arms folded, eyebrow up, has been taking notes.
With a disregard for respect that has not been earned, Eniola wants to know who benefits, what it costs, and whether you would still choose this path if nobody was watching. Unmoved by prestige, suspicious of conventional wisdom, and always taking notes.
Why we keep doing this
What happens when you find out a job exists too late?
When the 'safe' path quietly costs you everything?
When ambition starts feeling like someone else's idea?
When the career you want doesn't have a clear door?
We're not career counsellors and we're not handing out five-step plans. We're three friends who kept ending up in the same conversation about work, options and the futures we didn't know we could choose. Through roundtables and guest episodes we bring you the people, paths and questions that make the menu wider. Our Nigerian background gives us a particular angle, but the problem is the same everywhere: too many people making major life decisions from a list they never got to see.
A really good couch, interesting people with options to share, and an empty seat for you.
From the Couch: half notebook, half group chat. Career notes, questions we can't drop and arguments we didn't finish.
A short note on the difference between moving up and moving toward, and why the two get confused so easily in a career.
On the hidden cost of career defaults, and how to start seeing paths that were not shown to you at school.
Edition 04: three roles we did not know existed, one career change we watched happen, and a reader question about moving industries without starting over.
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