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.

Resources:

Connect with Olivia: Website | LinkedIn

Subscribe, Rate & Review

I'd love you to subscribe to the podcast and leave an honest rating & review. This will encourage others to listen and grow as a community.

YouTube - Second In Command Podcast - https://www.youtube.com/@secondincommandpodcast
YouTube - Cameron Herold Leadership - https://www.youtube.com/@CameronHerold
COO Alliance - https://cooalliance.com/
Cameron’s newest book - The Second In Command - https://a.co/d/287lESq
Cameron’s Online Leadership Course - https://investinyourleaders.com/ch
Cameron’s Website - https://cameronherold.com/
Instagram - https://www.instagram.com/cameron_herold_cooalliance/

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

Second in Command: The Chief Behind the Chief with Cameron Herold