The Quest #132: πŸ™ƒ How to keep your live session fun without being cringy

Hello friends,

Greetings from Barcelona.β˜€οΈ

πŸ™ŒMany thanks for reading The Quest, your weekly round-up of tips and insights to help you design and lead exceptional online sessions that your group members will love.❀️

If you were forwarded this email, you can subscribe and receive The Quest straight to your inbox every MondayπŸ‘‡


πŸ™ƒHow do you keep your live sessions fun but not cringy?

It’s not easy to strike the right balance between keeping your session engaging without it feeling forced. If you have ever led an icebreaker that backfired (like I have) you’ll know what I mean.

McDAAG via Giphy

Fun can easily turn into “silly”.

The last thing you want to do is to trigger your group members’ bad memories of overzealous camp counselors. And besides, you’ve got a professional reputation to uphold. So better to play it safe, right?

You don’t want your sessions to be dull either.

The problem is when you “stick to the agenda” and focus on “getting outcomes” your sessions can become, well, how can I say this πŸ€”… extremely dull. Yes, a giant yawn fest. πŸ₯±

It’s a both and…

You can make your sessions fun AND get meaningful work done without it feeling cringy. When you get it right you’ll fast-track connection. You’ll help your group surface new ideas. And you’ll bring back the joy of working together online.

How do you keep your sessions fun and not cringy? That’s our Quest for this week πŸ”Ž

πŸ‘‰ How to Lead Cringe-free Icebreakers -10 Pro Tips

πŸ‘‰ How to “Do Play Right” – with @Romy Alexandra

πŸ‘‰ My 5 favorite “fun” games


πŸ”₯How to Lead Cringe-Free Icebreakers – 10 Pro Tips

One of the first opportunities to inject some fun into your live session is the icebreaker. It’s also one of the highest-stakes moments in your session. And you don’t want to get it wrong.

Why? Because your group members are still deciding if they trust you and if the session is worth their time. The icebreaker can become the dealbreaker.

Here’s a popular LinkedIn post I wrote a few months ago with 10 pro tips for leading cringe-free icebreakers that I’ve learned over the years. Things like starting easygradually increasing riskfinding the stretch zone, and more.

LinkedIn Post Link

What’s your top tip for leading cringe-free icebreakers?


πŸ€”How to “Do Play Right”

​Romy Alexandra is one of my go-to sources for experiential learning and psychological safety. She shares amazing facilitation insights each week on LinkedIn.

Check out her latest post where she walks you through how to avoid coming off as silly and “do play right”πŸ‘‡

https://www.linkedin.com/feed/update/urn:li:activity:7100838984250974211?updateEntityUrn=urn%3Ali%3Afs_feedUpdate%3A%28V2%2Curn%3Ali%3Aactivity%3A7100838984250974211%29

Here are Romy’s 5 tips:

🀝 Know your audience: A one-size-fits-all all approach doesn’t work

πŸ’«Diversify the modalities: Make sure your design has a variety of options

πŸ‘¨β€πŸ« Role model: You create psychological safety and comfort when you model a playful sentiment for your group

πŸ’ƒ Challenge by choice: Never force people to do anything but invite them to challenge themselves

πŸ“ˆ Ease in: Gradually increase the playfulness and vulnerability.

How do you “do play right”?


🧰My five favorite “fun” games (with instructions)

Looking for some quick ideas to sprinkle some fun into your next session?

Here are my five favorite “fun” activities

I’ve tried to mix them up so you have a range of options.

Remember, each group is different. The key to success is adapting them to your audience and the session purpose.

These activities are part of the 🧰Breakthrough Facilitation toolkit. It’s a database with hundreds of resources and tools that help you create exceptional online experiences.

Access to the full toolkit is reserved for students of my Breakthrough Facilitation course. But I couldn’t resist sharing these five with youπŸ‘‡

πŸ˜…My signature emoji – a 1-3 minute chat warm-up

πŸŽ₯ Who’s in the room – a 5-minute warm-up with Zoom cameras

πŸ”Ÿ Count to 10 – a 5-10 minute focus-building game

πŸ“šMeaningful Object – A 6-10 minute storytelling game

πŸƒπŸ½Follow the stretch– a 5-minute group movement activity

πŸ’Œ Thanks for reading The Quest


I always love hearing your feedback and suggestions. Just hit reply to share your thoughts and ideas.

If you were forwarded this email, you can subscribe to The Quest πŸ‘‰here.​
If you enjoy The Quest, I’d appreciate it if you shared it with anyone you think might like it.

Creatively yours,

Whenever you are ready there are 2 more ways I can help you:

πŸ‘‰Custom coaching & team training. Book a free 15-minute zero-commitment call with me to see how I can support you and your team.

πŸ‘‰5-week Live Online Course. The Breakthrough Facilitation course gives you tools, personalized feedback, and a proven framework for designing and leading high-engagement live sessions. Join the interest list and be the first to get the next cohort dates and discounts.

Leave a Comment

Your email address will not be published. Required fields are marked *

Scroll to Top