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The Reality of Becoming The 'New' CEO with Anna Tsyupko

The Reality of Becoming The 'New' CEO with Anna Tsyupko

Released Saturday, 4th February 2023
Good episode? Give it some love!
The Reality of Becoming The 'New' CEO with Anna Tsyupko

The Reality of Becoming The 'New' CEO with Anna Tsyupko

The Reality of Becoming The 'New' CEO with Anna Tsyupko

The Reality of Becoming The 'New' CEO with Anna Tsyupko

Saturday, 4th February 2023
Good episode? Give it some love!
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In this episode I'm joined by Anna Tsyupko, Founder @ Expansion Zone.  Anna’s startup journey epitomizes the idea of  being thrown in at the deep end. After just a few years working at a family office, Anna was brought into a portfolio company as their CEO to turn things around. Following that, Anna moved on to become COO at another high-growth fintech and has now started a new coaching venture.

Trailer (The high level journey): Investor @ Family Office > CEO @ Paybase (Acquired) > COO Tomato pay > Founder @ Expansion Zone

Outtakes (the moments few people saw, but shaped everything): 

  • The feeling of walking into an organisation of 20 as the new CEO
  • Pivoting and growing a company towards an exit 
  • Actually listening to customers and building products that scale  
  • Understanding what you love about your role and focusing on those elements in future roles 
  • Knowing when you’re nearing burnout and doing something about it 


Edits (the things you might have done differently, if you could go back)

  • Listen to find out!
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