Workshop case study

How to Ask

Building the confidence and capability to make clear, considered asks in challenging professional situations.

Team members building connection during a workshop

The challenge

An international organisation asked Let Me Out to help its development managers become more confident when asking for funding, sponsorship, approval, volunteer help and other important commitments.

For many people, asking can be affected by self-doubt, seniority, culture, fear of rejection and limited access to key stakeholders. The team needed practical ways to prepare well, communicate clearly and use brief opportunities with confidence.

How we designed the workshop

We began with a guided walk and talk in an inspiring coastal setting. Thoughtful questions helped participants connect, build empathy and prepare for the more challenging practice that followed.

The workshop combined short learning sessions, live polls and small-group practice. Purposeful Practice gave participants repeated opportunities to try techniques, receive feedback and refine their approach.

Relaxed courtyard workshop venue on Waiheke Island

What the team learnt

  • Preparation makes it easier to use a brief opportunity well.
  • Self-doubt and perceived seniority can prevent useful conversations.
  • Different people need different communication approaches.
  • Body language affects confidence and credibility.
  • Purposeful Practice builds skill through repetition and feedback.
  • Asking well is a skill that can be learnt and strengthened.

“Everyone left having really enjoyed the workshop, with some great tools for dealing with potentially tricky conversations. I could feel the sense of empowerment everyone felt. I really feel that by practising the techniques you taught us, they will now be more confident in their dealings.”

Booking Manager

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