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Latest / Scrappy but Successful [Consultant's Personalities When No One's Watching]

1. The Lesson That Changed How She Runs Her Business with Cassandra D'Alessio

Jack pulls up a chair with Cassandra D'Alessio, founder and Chief Content Strategist at Next Page Brand Strategies, for a conversation that proves most successful consulting businesses don't start polished; they start scrappy.

Cassandra shares how growing up constantly moving, working early retail jobs, navigating teaching, corporate life, and eventually launching her own business all built the adaptability she relies on today. The conversation moves from early career missteps and confidence-building moments to lessons learned from tough clients, contracts, and figuring out how to grow a…

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