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Re:Problems enabling subscription billing system by caffeinatedwes on Thursday February 15, 2018 @05:26PM (#16388342)
Rob and Mike of Startups For The Rest of Us recently published an awesome podcast on the topic of struggles and challenges of building a billing system.

The good stuff is between 15:00-35:00.

http://www.startupsfortherestofus.com/episodes/episode-378-b...

In short, you'd face problems like developer strain, to failed card charges, integrating metered billing...the list goes on.

If you haven't heard of it, check out Cheddar (https://gtchdr.com/2EHdJrY). Their billing API and platform might be able to save you a lot of time when you build your billing system. Full disclosure: I work there.