Engagement Technique: Leaving The Comfort Zone
Most people have something they’ve always said they’d do… but haven’t.
Not because they can’t.
Usually because they don’t.
Fear, habit, comfort, timing, confidence. Pick your reason.
Leaving The Comfort Zone is about changing that.
It’s a simple engagement idea that encourages employees to stretch themselves, with support from the people around them. No-one is forced or coerced, this is nothing to do with performance-management, this is just as much about the supporting cast as it is the lead role.
From Founder Joe: A while ago in a previous company, we were talking about our bucket list – what we wanted to achieve in life, those big moments or ‘once in a lifetime’ opportunities that we had either put off because they were too scary, or not really thought about how or when we could achieve them. One of mine was to skydive. I was no adrenaline junky, and not particularly fond of heights, but it was something niggling away at me. One of the team asked the question ‘what’s stopping you?’ After a few excuses, like, money (to which the reply was “you could raise money for charity and cover the cost”), fear (“I’ve done it, it’s not scary”) and I just haven’t got the time (“let’s look at your diary”), I decided, I’ve just got to go and do it. Get out of my comfort zone. Jump out of the plane. I stood up and said to the office floor (of around 80 people), “I’m going to skydive, I need people to hold me accountable so I’ll do it – but even better if someone does it with me” 10 people put their hand up! 10! It turns out, sometimes all you need is a bit of bravery, but a whole lot of accountability. Within 6 weeks we did it. Spoiler alert – it was great, every one of us had a fantastic time and it inspired us to come out of our comfort zone more. Because it wasn’t that expensive, it wasn’t that scary, and we had the time, we just had to make the time. No! This was a pretty unique situation, and I’ve repeated it similarly in another environment and was completely ignored. But it’s a good story to start with in an engagement exercise. The question that really should follow, ideally in a team setting, is : “What’s something you’ve always wanted to do, but haven’t?” It could be work-related or personal. Give people time to think. Some will know immediately. Others won’t. Then offer the option: This isn’t about big declarations, and you’re not expecting everyone to all do the big thing, but it’s about giving an opportunity to start something. You can run this: Some companies create a simple follow-up, with check-ins and sharing progress.
A lot of the time engagement initiatives are designed to focus on a direct ROI for a business, and focus on improving work. This is about helping people become more comfortable with the uncomfortable in their own lives. You won’t get a direct return from this, but if you can positively influence one person or help people break free from a mental constraint, you’re going to reap the benefit of that eventually. It works because: There’s also something powerful about seeing a colleague do something they didn’t think they could. It shifts the mindset of the whole team.
This is the interesting bit. People often don’t act because: Workplaces can accidentally reinforce this. Stay in your lane. Do your job. Don’t take risks. This challenge gently pushes against that. It asks: What if you tried, with support?
This is not a one-size-fits-all activity. This is difficult to keep inclusive as some people will love it. Others won’t engage at all. There are some people who are likely already ticking items off their bucket list, and it can be intimidating for those that aren’t. For some people, the stretch might be: If you’re a 100 person company and even one or two people are stepping outside their comfort zone, with the team supporting them, this will still have a huge impact.
Leaving The Comfort Zone is about helping people do things they’ve been putting off, and realising they are far more capable of achieving big things than they thought. They don’t have to do things alone, and are more likely to achieve these things with support. And people can be more supportive to other people than they realise. Sometimes it starts with asking the question, and understanding why! “What have you been meaning to do… and what would help you actually do it?”Standing Up and Falling Down
So should we have to jump out of a plane for this one?

Why it works
Why don’t people do these things already?
What to watch out for
The takeaway
This post is part of our Engagement Techniques series of practical, low-cost ideas to bring more connection and meaning into work. Find the rest here
👉 Want to explore techniques like this in more depth? I run interactive employee engagement workshops where we bring these ideas to life.

