How to stop people coming back with the same problems

Executive overview

Leaders who jump in with answers feel helpful but create dependency — people return with the same problems because they never develop their own solutions. The fix is not a coaching overhaul but two go-to questions that interrupt the habit.

Asking questions instead of telling engages more of the brain: memory, emotion, and the ability to generalise solutions across situations. Telling only activates rational processing — nothing sticks.

The dopamine hit from giving answers is an addiction that undermines your people's growth and makes you a single point of failure.

Why leaders keep giving answers

  • Answering feels good — it triggers a dopamine reward identical to the brain's response to chocolate
  • Leaders are often promoted because they were good at the role they now oversee — they have the answers
  • Habit, time pressure, and a genuine desire to help reinforce the pattern
  • Intellectually knowing you shouldn't jump in does not stop you during the daily grind

The cost of helping too hard

  • Team members don't retain answers they didn't generate — they return with the same question
  • People can't generalise a solution they were handed to similar situations
  • Constant answering disempowers people and signals a lack of trust
  • The leader becomes a bottleneck; succession and resilience suffer
  • Strategic work gets crowded out by reactive operational requests

Breaking the habit: awareness first

  • Awareness of current behaviour is the prerequisite — you cannot change what you don't see
  • Map the impact: on your people, on the organisation, on you personally
  • For Brendan (case study): he was stalling a promotion by staying in the weeds — naming that impact created motivation to change
  • Decode the cause before trying to fix the behaviour

Circuit-breaker questions

  • Replace the answer habit with two simple go-to questions kept top of mind
  • Useful starters: "What do you think I'm going to tell you?" or "What have you tried so far?"
  • "What have you tried so far?" prevents repeating advice people have already attempted
  • Prompts people to engage their own thinking before receiving guidance
  • Keep questions visible: screensaver, sticky note, inside a notebook cover

Expanding the repertoire over time

  • Once the pause-and-ask habit is established, broaden the range of questions
  • Apply a coaching approach across contexts: corridor conversations, team meetings, client interactions
  • Curiosity is the antidote to judgment — questions loaded with judgment shut down the space
  • Not every situation calls for coaching; directive leadership is sometimes right — match the approach to the moment

Communicating the shift to your team

  • Name the change explicitly before and during the transition; don't let people guess what's happening
  • Frame it with intention: "I'm shifting how I lead because people are more empowered when they find their own solutions"
  • Reassure people you're still available and backing them
  • Use a coaching question to review the shift: "Over the past couple of months I've been changing how I lead — how's that working for you?"
  • The more entrenched the old pattern, the more explicit the framing needs to be

Holding on to pain, burying the learning

  • Corrinne's own failure: walked into a troubled project without adequate due diligence, felt isolated, and carried the pain for years
  • Key insight: leaders tend to hold onto pain but bury the lessons
  • Recovery required consciously releasing the pain and deliberately surfacing the learnings
  • Giving yourself explicit permission to move on — rather than waiting for it to feel natural — accelerates recovery
  • Career "sliding doors" moments shape leaders more than easy successes do

More like this — when you're ready for early access.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Get early access to the full library.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.