This week, Annie sits down with her very first guest, Jessie (@jessthefairy) — a social media creator (and one of Annie's best friends) who knows the ins and outs of content, connection, and chasing dreams online. From navigating DMs and double taps to breaking down the realities of life as a creator, Jessie shares her perspective, clears up assumptions, and opens up about building a brand in today’s digital world.

If you’ve ever wondered what it’s really like behind the grid, this conversation is packed with honesty, laughs, and plenty of insights for anyone balancing personal life, social media, and future goals.