listening Archives - Don't Stop Us Now

Life Inside an AI-Native Success Story – Donna Thomas

August 20, 2025
by Claire

Ever wondered what it’s really like inside one of the world’s fastest-growing AI companies? This week we get unprecedented access to the inner workings of Leonardo AI through their Chief Commercial Officer, Donna Thomas.

Leonardo AI is a Gen AI-powered image and video generator and it’s one of Australia’s AI success stories. It scaled from zero to 19 million users in just two years before being acquired by Canva last year.

At ‘Leo’ as they call it, Donna plays a central role overseeing customer, marketing, sales and enterprise adoption, as Leo charts its evolution from a fast-growing creative AI platform to an enterprise-scale solution.

Donna takes us behind the scenes and shares what hypergrowth feels like from the inside. She says Leo has redefined her understanding of speed itself.

In such a fast moving environment, the challenges of managing and sustaining teams through constant change become critical and Donna shares the specific structures and rituals Leo uses to maintain team stability while moving faster than she’s ever experienced.

In this conversation, you’ll also discover:

The key differences between working at a traditional tech giant versus an AI-native startup and what skills become essential
The “listening muscle” required to synthesise signals from customers, competitors, and tech developments in real-time
Practical strategies for managing and sustaining teams through hypergrowth and hyper-fast work rhythms
Why Leonardo embeds AI across everything from customer service to engineering and HR, and how they manage the complexity of using multiple different AI tools internally; and . . .
Donna’s advice for professionals wanting to become more AI-fluent and free up time for deep work.

Whether you’re curious about life inside a cutting-edge AI company or looking for practical insights on adapting and leading in our rapidly changing work environment, this conversation offers a rare glimpse into how a world-leading AI-native organisation is managing these challenges and opportunities.

Enjoy this episode!

Useful Links

Leonardo AI

Top Tips

Wondering What Next? Greta’s Unique Listening Tour

May 22, 2024May 22, 2024
by Claire

Our episode this week looks at an under-appreciated concept for reflecting on, and gaining new insights for your next career step or business idea.

We go on a journey with Claire to learn about a ‘World Listening Tour’ that Greta did some years back. She had decided to leave her intense role at (RED) and wasn’t sure what she wanted to do next, nor even which country she should live in!

This dilemma about what next prompted Greta to put together her very own listening tour to learn what had been happening in the world outside the bubble of her all-absorbing (RED) role, as well as discover what other interesting things were happening in the space she was interested in. At the same time, she figured, she’d also get a ‘feel’ for whether she’d want to live in particular cities or not.

In this unique episode we share:

What a Listening Tour is
What Greta wanted from her ‘World Listening Tour’
How she secured her meetings, sometimes with amazing people
What you need to consider to have your own successful listening tour, and
How you can have one these days without leaving home.

What we love about the concept of a Listening Tour is that there’s no limit to the kind of topics or themes you might want to explore. And, as you’ll discover, through curious and well prepared conversations with contacts and strangers, a lot of insight can come.

Perhaps a Listening Tour is exactly what you need now?

Enjoy this episode!

Interview

A Rare CFO – Madeline Ling

November 8, 2022November 8, 2022
by Claire

Our episode this week features the first Chief Financial Officer we’ve had on the show, however Madeline Ling is not your ‘ordinary’ CFO.

We don’t think we’ve met a CFO who values diversity and building relationships the way Madeline does, not to mention the articulate and creative way she speaks about the stories the numbers can tell her.

Madeline has held multiple CFO roles throughout her 20-plus year career to date which has seen her work far and wide, including in the U.S., China, Mexico, Europe, and Thailand. A tech-company veteran, these days she is CFO of US-based Boomi, a fast-growing global SaaS company, focussed on easy software integration, now owned by two blue chip private equity firms.

Before taking on CFO roles, Madeline spent twelve years consulting including the Boston Consulting Group where she was a Principal. She also has an MBA from Stanford Graduate School of Business.

In this episode you’ll hear:

What Madeline learnt as an impressionable teenager when she moved to the US not speaking a word of English
How she thinks about leveraging her differences to add value
Madeline’s recipe for building awesome working relationships; and
The two questions she asks herself before changing roles or company.

In short, this was a fabulous conversation and you’ll really be inspired by the thoughtful and articulate Madeline Ling.

Useful Link

Boomi website

Below you can see how the cake turned out that Madeline talked about in the interview (top right) – looks delicious!

Future Proof Me Mini Episode

Future Proof Me – How to Ponder the Future…

April 29, 2020April 29, 2020
by Claire

Welcome to our first Future Proof Me mini episode!

These episodes, will share a ‘nugget’ of an idea, advice or a thought-provoking insight to help us all thrive and adapt in future.

Our environment’s changing so fast right now, this seems more important than ever …

In these mini episodes we’ll feature the best from previous and future guests including brand new content. Plus, we’ll share ideas and great tools to try that we’ve put into action or experimented with ourselves.

This week’s ‘nugget’ comes from investment banker Lindley Edwards who we had on the show about a year ago. Her episode was very popular and you could really tell from that, that Lindley is a deep thinker.

Lindley runs a corporate advisory business called AFG Venture Group which specialises in cross-border investments and transactions, particularly between Asia & Australia. She’s also Chairperson for two startups and a Non-Executive Director of a Think Tank called AsiaLink.

We love these insights from Lindley because:

1) They seem so relevant now in these strange times of coronavirus and;

2) Lindley shares some really helpful ways to think about the future… and that’s by building on the ideas and insights from the past;

3) Plus, she talks about how to move forward and create change in new ways that will get traction and maybe even disrupt an industry.

If you’re keen to hear more from Lindley, hear our full interview here.

We hope you enjoy this first Future Proof Me episode…

Useful Links

Our full interview with Lindley Edwards on Don’t Stop Us Now!

Lindley on Linkedin

Philosophers mentioned by Lindley:

Hafiz

Book of poems by Hafiz

Rumi

Book of poems by Rumi

How To Episode

How to Have a Difficult Conversation

November 5, 2019November 5, 2019
by admin

We get it, no-one likes having a difficult conversation do they?

Yet, it’s a fact of life that we all need to instigate them at different times both at work and at home. And if you want to be successful at work, it’s fair to say that having constructive difficult conversations is a skill you just need to master.

But difficult conversations are hard because they often illicit emotion. Hence many of us procrastinate or dodge conversations that we know we really should have, which can lead to resentment and festering emotions.

Procrastinate no more! This week we provide you with some simple tips and tools to help you navigate these tricky situations.

In fact, we teach how to have difficult work conversations in our leadership programs at companies around the world, including Google, Pinterest, Uber, etc, and our participants tell us that these skills really help.

In this episode you’ll learn:

Practical steps you can take to ensure your difficult conversations go as well as possible
Why it’s so important to have difficult conversations
A super useful way to give feedback well
And, how to say No

Plus, you get to hear an, almost, Oscar-winning feedback role-play (if we say so ourselves)!

So don’t delay that difficult conversation you’ve been putting off – click below and have a listen and then try it for real!

You’ve got this!

Oh and email us at claireandgreta@dontstopusnow.co if you’d like us to send you our Values Assessment Exercise.

Useful Links

The SBI Feedback Model

Additional Reading:

Crucial Conversations – Tools for Talking When Stake are High by Kerry Paterson

Radical Candour by Kim Scott Malone

What’s Worst Than Having a Difficult Conversation? Avoiding One! by Deborah Rowland – HBR article

Podcast: Play in new window | Download (Duration: 22:38 — 20.9MB) | Embed

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