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November 3, 2025 44 mins

What do you need to do to keep employees engaged and committed? What should your position be on remote work? Side hustles? Ping pong tables? Should you offer all employees equity?


Bringing Gen Z employees to your workplace is well worth it, but it means a mental pivot from the hiring team, keeping in mind an entirely new set of criteria.


Chris and Yaniv discuss all this and more with Dan Brockwell, Founder and Chief Meme Officer of Earlywork, a vibrant community for early-career professionals.


In this episode, you will:

  • Understand the four key factors Gen Z professionals weigh when choosing startups: learning, culture, compensation, and impact.
  • Learn why “job risk” and “career risk” are not the same and why startups often offer safer long-term bets.
  • Discover how equity (ESOPs) can be both a powerful motivator and a cultural signal of respect for young talent.
  • Explore the pros and cons of remote vs hybrid work for early-career employees and how to design hybrid intentionally.
  • Recognize the rise of side hustles, and how founders can embrace them to retain ambitious, creative employees.
  • Get insights into how Gen Z finds jobs through online communities, Slack channels, and personal branding instead of traditional job boards.


[This is a replay episode. The original was published on May 26, 2022]


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Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/


Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/


Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/


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