Dearest you.

Kriti Gupta calls herself an Internet Anthropologist — a translator of the signals young people are sending about who they are, what they value and what it’s like to be them.

In this honest conversation, we explore how Gen Z and Alpha are reclaiming their time, presence and self expression in an era defined by algorithms and increasingly, artificial intelligence.

Kriti helps us understand the subcultures and online worlds shaping identity, power and belonging for the next generation and what that means for brands, creators and leaders who want to connect meaningfully.

Kriti also opens up about her lived experience as a brown woman and creative trying to belong in rooms that value her ideas but not the face presenting them. Her reflections on reclamation, identity and creating her own tables are deeply moving.

Alison xo

Watch on YouTube

Little, Rich Life Workbook

WhatsApp Community

1-1 Session

Business Program

Alison's Instagram & Substack

Hosted on Acast. See acast.com/privacy for more information.

Dearest you.

This conversation with my friend, peer and fellow world-builder, Alex Taylor, has been 10 years in the making. We first met in our Who What Wear days — two young leaders shaping the same brand world from opposite sides of the world.

A decade later, Alex is the co-founder of Perelel Health, one of the most politically influential women’s health companies in the US with advocacy reaching all the way to the White House.

This episode explores the parts of the founder journey that aren’t spoken about enough. The quiet questioning, the real costs, the faith required before investors and customers believe in what you're building.

Together we explore:

• How a brand earns the right to advocate
• Building community from scratch
• The tension between vision and viability
• Holding the mission before the market believes in you
• Navigating 100+ investor “no’s” while staying devoted to the work
• Feminine power, relational power and community power in leadership
• How our seasons as women shape the way we lead
• Why founders need boundaries, privacy and an inner life of their own
• The evolution of digital intimacy and brand world-building today

This is a conversation for founders, creators and builders who are quietly carrying the weight of their vision and looking for a reminder that they’re not alone. It’s also an invitation to rethink what modern leadership can be when it’s grounded in truth and generosity.

Alison xo

Watch on YouTube

Little, Rich Life Workbook

WhatsApp Community

1-1 Session

Business Program

Alison's Instagram & Substack

Hosted on Acast. See acast.com/privacy for more information.

Dearest you.

Are you sitting with a desire to become something or someone entirely new? To evolve your professional or personal expression in the most unlikely, bold way?

Maybe, like my guest Ruby Jean Cottle, you want to become a published author. Or maybe you’re an accountant who wants to become an artist. Or a leader who longs to be led again.

I hope this episode inspires you to take intentional action in the direction of who and what Nature is wanting you to become. I hope it affirms the quiet knowing that you’re ready to leap into the life you’ve been longing for.

Ruby and I trace her journey from multi-hyphenate creative and mother of two navigating “work” while living with endometriosis, to becoming a published author of Black River — a young adult fantasy novel she wrote before she ever had an agent or a book deal.

This is a conversation for anyone holding a creative dream inside them, wondering if they’ll ever feel ready.

Alison xo

Watch on YouTube

Little, Rich Life Workbook

WhatsApp Community

1-1 Session

Business Program

Alison's Instagram & Substack

Hosted on Acast. See acast.com/privacy for more information.