Ep. 326 – COO, Settle Inc., Olivia Micallef

Oct 31, 2023

Our guest today is Olivia Micallef, Chief Operating Officer of Settle Inc., an all-in-one fintech platform built to help e-commerce brands scale seamlessly. Olivia is a cross-disciplinary leader in fintech and banking, with expertise across strategy, product and business operations. Her current focus is on driving growth and managing operations. In her past role as VP of Venmo Commerce, she was responsible for the payment brand’s 80M+ customer retention and continual acquisition. Olivia has also held a variety of roles at PayPal, with increasingly larger roles as the company evolved and went through hyper growth – including multiple acquisitions like Xoom and iZettle, 100%+ revenue growth, and leadership of large product and growth teams at-scale. In today’s episode, Cameron and Olivia discuss her insights on what’s happening with the current recession and how they’ve received financing and funding from Silicon Valley banks. They also discuss the separation of PayPal from eBay, as well as the advice she would give to her 21 year-old self.

In This Episode You’ll Learn:

  • How Settle helps businesses in the B2C space better understand cash flow and inventory turns.
  • The tell-tale signs of a soft landing.
  • The difference between a revenue-based and invoice-based financing model.
  • The challenges of moving from a large company to a small company.



Connect with Olivia: Website | LinkedIn

Connect with Cameron: Website | LinkedIn

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Written By Cameron Herold

Written By Cameron Herold

Cameron Herold is known around the world as THE CEO WHISPERER. He is the mastermind behind hundreds of company's exponential growth. Cameron's built a dynamic consultancy: his current clients include a "Big 4" wireless carrier and a monarchy. What do his clients say they like most about him? He isn't a theory guy they like that Cameron speaks only from experience. He earned his reputation as the CEO Whisperer by guiding his clients to double their profit and double their revenue in just three years or less. Cameron is a top-rated international speaker and has been paid to speak in 26 countries. He is also the top-rated lecturer at EO/MIT's Entrepreneurial Masters Program and a powerful and effective speaker at Chief Executive Officer and Chief Operating Officer leadership events around the world.

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