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This is a story of going over the typical security challenges: how to build products that reliably deliver security guarantees, how to avoid the typical pitfalls, and how to create tools that could be usable and predictable for real users. It’s a tale of balancing religious adherence to security practices while keeping the customers' needs in mind all the time, inside the development team; a story of listening to the customers and observing the actual user behaviour outside in the wild, and trying to make the best decisions when it comes to empowering the customers with easy tools for encrypting data in their apps, securely and without pain. Presented for senior software engineers at QConNYC.