Season 4 · Bonus 28 January 2026 ~22 min

Running OffScript with Calypso Rose: The OffScript Gen Summit with Max Fosh and more

EntrepreneurshipYouthNon-Linear CareersMental HealthFuture of Work

"My first business, I wanted to be a millionaire. Second business, I wanted a much more balanced life. OffScript, I just want purpose."

"The most important viewer that you have is yourself. If you're making content that you enjoy, then hopefully you will find an audience who also enjoy it."

"I've learnt to turn that into rocket fuel. Instead of it pushing me into the ground, it's the energy that helps fuel me up and become what I know I can."

"It's about treating people with respect, civility, charm and good grace. You only have to open up a newspaper or look online to see that. We need that now more than ever."

"People should be getting out there, doing things, being entrepreneurial, but at the same time have the awareness that you shouldn't push yourself too much. You shouldn't get yourself to a point of burnout."

Running OffScript with Calypso Rose: The OffScript Gen Summit with Max Fosh and more

A behind-the-scenes bonus episode recorded live at the inaugural OffScript Generation Summit in South Kensington, a curated event for 16 to 25 year olds who want to carve their own non-linear path. Annie speaks with Calypso Rose, the serial entrepreneur behind the summit, plus speakers Max Fosh, William Hanson, Charlotte Liebling, and previous Low to Grow guest Reese Wong, on resilience, entrepreneurship, mental health, and why the future of work belongs to those who just start.

What you'll learn

Calypso Rose dropped out of three universities, started her first business at 21, and grew it into a globally distributed brand sold at Selfridges and across Japan, and says her biggest mistake was not getting a mentor and finance director sooner.
Max Fosh's core advice: divorce the effort you put into your content from how well it performs, because performance is largely out of your control. Make things you enjoy, the most important viewer is yourself.
Charlotte Liebling on building resilience as a female entrepreneur: learning to turn doubt, failure and public criticism into rocket fuel rather than letting it push you into the ground.
William Hanson argues that the antidote to online pressure is real human connection, developing genuine people skills and treating others with respect, civility and good grace.
Reese Wong on navigating uncertainty: embrace entrepreneurship, but also build in the self-awareness to know when you are approaching burnout.
Calypso's entrepreneurial evolution: first business was about making money, second was about lifestyle, OffScript is about purpose, following the journeys of the people it helps from beginning to end.

Key moments from the conversation

Three universities, two weeks each, then a business at 21

Calypso Rose went to three different universities, staying for around two weeks each time before dropping out. She started her first business at 21, grew it into a globally distributed brand, becoming a number one seller at Selfridges at Christmas and selling into Japan, before licensing it and founding The Indytute as her second venture. Looking back, she says she would have found a mentor and a finance director far earlier. "Part of me was like, I don't think I need that advice. When if I did it all over again, I'd be like, I need that advice."

Max Fosh: make content you enjoy, not content that performs

Max Fosh's advice for anyone creating online is to divorce the effort and energy they put in from how well the content performs, because performance is largely out of their control. Make things you genuinely enjoy, he says, because the most important viewer you have is yourself. On mental health, he credits a close group of friends, honest communication, and getting outside as the three things that matter most.

Charlotte Liebling: turning profile hate into rocket fuel

Charlotte Liebling, CEO of Fluffy and a Selfridges and Bloomingdale's partner, spoke candidly about building resilience as a female entrepreneur and public figure. Doubt, failure and online criticism are things she accepts as part of the journey, but she has learnt to channel that energy upward rather than let it push her down. Her other message: stop catastrophising about what could go wrong and start allowing yourself to imagine the possibilities of what could go right.

William Hanson: people skills are the real competitive advantage

William Hanson, the British etiquette coach, argues that in a world of devices and algorithmic noise, the ability to actually connect with other human beings is becoming rare and therefore more valuable. His advice: focus on integrating with people rather than devices, and treat everyone with respect, civility, charm and good grace. "You only have to open up a newspaper or look online to see that. We need that now more than ever."

Reese Wong: entrepreneurship yes, burnout no

Reese Wong, a Diana Award winner and previous Low to Grow guest, was at the summit to lead a personal branding workshop. She highlighted what made OffScript distinctive: it brought young people and their parents into the same room, which almost no other event does. Her message to young people was balanced, yes, get out there and embrace entrepreneurship, but also build in the awareness to protect your mental health and know when not to push yourself to the point of burnout.

Frequently asked questions

What is the OffScript Generation Summit?

OffScript is a curated event for 16 to 25 year olds who do not want to follow a linear career path. Co-founded by Calypso Rose and John Ford Gordon, it brings together speakers, workshops and conversations on entrepreneurship, the future of work and AI. It notably brings young people and their parents into the same room, something Reese Wong described as almost unique to OffScript.

Who is Calypso Rose?

Calypso Rose is a serial entrepreneur who started her first business at 21 after dropping out of university. She grew it into a globally distributed brand, a number one seller at Selfridges at Christmas and sold in Japan, then founded The Indytute, and most recently co-founded OffScript Generation Summit with John Ford Gordon and investor Mehdi.

What does Calypso Rose say was her biggest mistake in her first business?

Not finding a mentor or a finance director early enough. She was young and successful quickly, and part of her felt she did not need advice. Looking back, she says she would have sought out someone who understood the industry and could look at her books, and taken that advice.

What is Max Fosh's advice for dealing with performance anxiety as a creator?

Divorce the effort you put into your content from how well it performs, because performance is largely out of your control. Make content you genuinely enjoy, the most important viewer you have is yourself. If you enjoy what you make, hopefully you will find an audience who enjoy it too.

What does Reese Wong say young people need most right now?

To get out there, do things, and embrace entrepreneurship, but also to have the self-awareness to protect their mental health and not push themselves to the point of burnout.

Who is Calypso Rose & Guests?

Calypso Rose & Guests

Serial Entrepreneur & Co-founder · OffScript Generation Summit

Calypso Rose is the founder of OffScript, a platform helping young people navigate futures shaped by AI and non-linear career paths. She believes "everyone needs an entrepreneurial mindset" to think creatively and build networks. At 22, she launched her first business from her kitchen, which grew into a globally-stocked brand used by London schools. She later founded The Indytute, championing independent creators before establishing OffScript.

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