"What if I fail?"

Emma Jenkings • 25 August 2022

The FEAR Factor

No sweaty palms, racing heartbeat, nor even a sense of discomfort for this rare species. There are a select few who jump into tricky conversations without delay or thought. No sweaty palms, racing heartbeat, nor even a sense of discomfort for this rare species.

(On occasion though, it may be of benefit for everyone if they did have a little fear!)


MOST people do find difficult, truth-telling conversations to be just a little anxiety-inducing.


Yes, it may be because they don't want to offend or hurt someone. Or, they haven't figured out quite what to say yet.


But the FEAR factor is also often at play. A keen contributing factor to not having the difficult, truth-telling conversation.


"What if I try - really try - and I don't get the outcome I wanted?"


The Truth

We humans generally love to feel in control of what is happening around us and to us. But, we cannot control the thoughts and feelings of other people. This means that in spite of our best efforts, a conversation may NOT go how we wanted.


Even in mediation, even when a resolution has been reached, some people will want more...


...for the relationship to be completely restored by the end.


...for the other person to agree to all of THEIR terms.


...for the other person to only say positive things about them.


...for their relationship to be without challenge or investment of effort following the mediation.



The truth is that all relationships that are worth something, are worth the effort it takes to produce REAL peace.


And, sometimes that peace means you work hard again at the relationship, following a breakthrough conversation.


Sometimes that peace means accepting the relationship is not perfect (and wasn't even before the conflict) but that you have a better foundation to build upon now.


Sometimes that peace means you hear some difficult feedback about yourself.


Or, even that success is not that 'I won' but that you both came out with something.


And, if I fail...

...what have you gained?


When I have facilitated a mediation where there has either been no written agreement or where someone still feels a little disheartened, we talk through what the process has given them anyway. And, here are some of the things parties have told me:

  • "I felt able to speak up honestly"
  • "I found out something about them which made me see things in a totally different light"
  • "You helped me understand how to phrase what I wanted to say in a more effective way"
  • "I feel clearer on what decision I need to make now"
  • "I felt totally 'safe' throughout - even though I had been dreading talking to them"
  • "We got to an agreement when I thought we would not be able to agree on anything at all"
  • "I learned so much about myself during this process and what works or doesn't work when trying to communicate"


...and what would have happened if you didn't try to have this conversation?


More often than not, issues would have gotten worse or remained the same, but without having the clarity required to make an informed decision. Issues would likely have escalated and involved more people. Resentments and assumptions would become embedded rather than checked or corrected.


And, ultimately, you would have missed out on all the potential gains (see above!).


People learn a lot about each other and about themselves when having these tricky conversations - particularly if they have the support and feedback from a professional whilst having the conversation.


Don't let fear get in the way of a necessary conversation. As the saying goes, 'Feel the fear and do it anyway!' (And, with the support of someone skilled in communication and conflict resolution to improve your chances of success.)


Get in touch for guidance on how to improve the success of difficult conversations by emailing enquiries@mosaicmediation.co.uk or going to the CONTACT page.


Man looking at a script. Title is 'Difficult Conversations: Should you rehearse first?'
by Emma Jenkings 2 September 2026
We hear it all the time... "the younger generations won't speak on the phone" . (Although, in fairness, I know many an adult across different generations who also avoid phone conversations if they possibly can.) With teenagers of my own, I have thought about this and how far I want to push them to do something that feels uncomfortable. As a SEND mediator, in addition to my workplace mediation practice, I am also very aware that for many young people, the aversion to telephone calls goes beyond slight discomfort requiring upskilling or a confidence boost. I see the benefit of 'live' conversations though. That, unlike with messaging or emails, the speaker has a greater opportunity to convey their intentions and feelings using their tone of voice - body language adds to the communication if involving a videocall or in-person conversation. In my mediator role, I so frequently see small misunderstandings take place that lead to big issues, so anything which lessens the likelihood of that is a positive in my book. Telephone calls are like difficult conversations - people just don't want to have them! Difficult conversations are often avoided because people don't like tension. But, another reason difficult conversations are avoided, just as with telephone calls, is because people are not sure what they will say. Someone may even have tried to hold a tricky yet essential conversation in the past but got thrown off by an unexpected question or response from the other person. Then, this past experience makes them reluctant to go through a similar experience again. The tip I give out the most when people go through coaching due to wanting to be more confident and effective at holding difficult conversations is to prepare for it . Most people need some practice to feel confident on the phone. And in the majority of employed roles that involve a lot of telephone use, a company would provide a script so that any client receives a similar experience, regardless of which individual employee answers the phone. However, some might be concerned that a scripted conversation is likely to feel disingenuous. So, is there anything wrong with rehearsing a conversation beforehand? The last few months, I have done a lot of rehearsing! At the end of this week, I will be delivering my first TedX talk and one of the big challenges with speaking at a 🔴TedX event is to deliver the message without any notes. So, I have been memorising and memorising constantly. At one point, I had done really well at remembering the lines but realised that it sounded 'wooden' and unnatural. I had to take a moment to remember the purpose of what I was saying and how I felt when I first wrote the talk. There is a need - as with many scenarios - to strike a balance between seeming sincere whilst being prepared for a difficult conversation. Depending on the complexity of the conversation, you may find it helpful to prepare in greater detail for that conversation. (You can make use of this planning sheet as a resource . ) There are a few simple principles to consider when preparing for a conversation, so that it comes across as genuine and prepared: Work your way backwards - Take time before the conversation to consider what you want the other person to have heard when they leave. And, what do you want them to do with what they heard? Consider the where, when and how - Timing and context matters. Try to hold a sensitive conversation in a busy place and in a rush and you are unlikely to get a measured response. Have something 'up your sleeve' - Consider a few phrases that you can use during the conversation if you need to pause and process, or if you don't have an answer to a question they ask. This is also potentially helpful if you are going into a conversation with someone who has a particularly authoritative or aggressive communication style; meaning you may need to set boundaries. It is really beneficial to feel confident and clear - and also be genuine - when entering a potentially awkward or difficult conversation. Rehearsal for different outcomes can certainly help with that, especially if you can do that with a someone experienced with navigating such interactions. Simply working through the above three principles means you are likely to feel more prepared regarding what you would like to say, but also how to navigate the conversation when the other person responds too. If you would like coaching support to become a more effective communicator or to manage conflict with confidence, send Mosaic Mediation a message . Emma Jenkings is an accredited mediator, conflict and Peaceful Leadership coach, DISC practitioner, and mediator mentor. You can email any questions or queries to enquiries@mosaicmediation.co.uk .
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