The Growth Edge: Making Bold Moves Before You Feel Ready

Carly Silberstein, event entrepreneur at Cielle & Co, joins host Courtney Stanley for a conversation about what it takes to build, evolve and lead in a rapidly changing events industry.

Together, they explore why some of the biggest opportunities come before you feel ready, how Carly is investing in the future through event technology and emerging talent, and what it means to make bold, aligned decisions about where to focus your time and energy.

They also unpack the realities of navigating growth, making high-stakes decisions and stepping into what’s next with clarity and conviction.

Listen to the latest episode of Dare to Interrupt now!

Read on for information about the stars of this episode, Carly!

Carly Silberstein is a serial entrepreneur recognized for pushing boundaries in the events industry.

She is the Big Idea Award winner at the Canadian Meetings + Events Expo (2025) and the recipient of the MPI Toronto President’s Award (2026). She is the co-founder and former CEO of Redstone Agency, where she built one of Canada’s leading event and association management agencies.

Today, Carly leads new ventures through Cielle Group—a modern holding company focused on investing in and scaling businesses across the event ecosystem—and delivers consulting, event management and strategic services through Cielle & Co, its operating arm.

She is also the first outside investor and fractional CRO of shutterb, a Canadian event technology startup that connects event hosts with talented smartphone content creators.

Carly is passionate about building companies at the intersection of events, experiences and technology, and is known for driving growth, fostering meaningful partnerships and shaping the future of the industry.

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