
Episode #306
EP306 | Beyond Retries: Why Payments Fail and How to Recover Them | Jack Cregan
Today on the show we have Jack Cregan , Founder of Paymend , a company helping online businesses turn declined transactions into recovered revenue. In this episode, Jack shares his experience building payment infrastructure and explains the underlying mechanics behind why payments fail, from insufficient funds and fraud detection to cross-border transactions and payment processor limitations. We then discuss how Paymend approaches payment recovery through alternative PSPs, card monitoring, and partial authorizations, and we wrap up by exploring how businesses can reduce churn by making their products and infrastructure more embedded and difficult to replace. As usual, I'm excited to hear what you think of this episode, and if you have any feedback, I would love to hear from you. You can email me directly on andrew@churn.fm. Don't forget to follow us on X.






