CassandraSchaeg
Entrepreneur  |  Storyteller  |  Educator
Building platforms, curating experiences, and educating through storytelling.
A woman smiling and sitting at a table with a glass of tea in a restaurant with a green wall and a large window with the restaurant's logo.
Black and white portrait of a woman with natural hair styled in a high afro, smiling slightly, wearing earrings shaped like the African continent, a black jacket, and a watch, with arms crossed, against a plain background.
Entrepreneur  |  Storyteller  |  Educator
Building platforms, curating experiences, and educating through storytelling.
CassandraSchaeg
A woman with short curly hair wearing a black long-sleeve shirt, holding a gold trophy towards the camera and smiling.

BIO

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Cassandra Schaeg is an East Coast-born, West Coast-raised entrepreneur. After a career spanning the nonprofit and private sectors, she decided to venture into entrepreneurship, specifically in the wine industry. She fell in love with wine through her travels, experiences, and connections. In 2016, she opened SIP Wine & Beer in Escondido, California, a tasting room designed to showcase brands created by women and people of color. That venture was the inspiration for the Emmy Award-winning production company Fresh Glass Productions.

Featuring BIPOC and LGBTQIA+ entrepreneurs in food, beverage, and entrepreneurship, the docuseries Fresh Glass, which she created, produced, and hosts, received two Emmy nominations and a win for magazine program.

Cassandra holds a bachelor's degree in social science from California State University, Chico, and a master's degree in public administration and finance from National University. She divides her time between entrepreneurship, storytelling, and teaching.

Collage of four photos featuring women at various events and gatherings, including a woman smiling at camera, women seated in a room, two women smiling and laughing with a glass of wine, and two women posing together at an indoor event.
Collage of four photos featuring women at various events and gatherings, including a woman smiling at camera, women seated in a room, two women smiling and laughing with a glass of wine, and two women posing together at an indoor event.

Endeavors

Two women laughing and smiling with a glass of white wine in the foreground. The background has soft, natural lighting. Text overlay reads "FRESH GLASS" with a logo between the words.

As co-founder of Fresh Glass Productions, Cassandra champions storytelling that celebrates diverse voices. Her Emmy Award-winning work is intentional and beautiful, inviting audiences to see the world through an inclusive lens.

Fresh Glass Productions

Person pouring wine from a bottle into a wine glass at a social gathering or wine tasting event.

As founder and CEO of SIP Wine & Beer, Cassandra has built a platform where great wine, craft beer, and connection intersect. SIP is a reflection of community, culture, and conversation with innovators who embody purpose in every pour.

Sip Wine & Beer

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As an educator and speaker, Cassandra brings real-world insight to every conversation, connecting business, finance, and creative strategies.  She is dedicated to helping students and aspiring entrepreneurs turn knowledge into action.

Speaking & Teaching

As Seen On

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PBS | KPBS | Create TV | San Diego Union Tribune | LISC San Diego | SDSU | NumberBarn | Telly Awards

PBS | KPBS | Create TV | San Diego Union Tribune | LISC San Diego | SDSU | NumberBarn | Telly Awards

San Diego Union Tribune

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SDSU News

A woman smiling and standing at a podium on a stage, wearing a blue and white striped shirt and a necklace, with an audience in the foreground.

North County Pipeline

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Numberbarn

A woman sitting at a table in a restaurant, smiling, with a glass of beer in front of her. The background features a green wall with plants and a logo reading "SIP" on a circular white sign, as well as a window with reflections and part of the restaurant's name.

LISC National

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Publish Her

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The Telly Awards

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Contact Cassandra