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Once upon a time I was the first product person at a now-decacorn, and my first task was fixing the billing system. It was quite the monster, and we ended up implementing a combination of Zuora and an internal system, as there were some parts of the billing model Zuora couldn't handle.

I came away from this with one big lesson - if you're considering a complex billing model, consider the engineering implications first. With most products, engineering feedback gets taken into account - often product proposes something, engineering breaks it down, product realizes that feature x is vastly more complicated than they thought and not worth the effort, and the requirements are changed to simplify or remove it.

The one thing that never seems to be true of is pricing models - that decision gets made at the very top and handed down with no chance for feedback. I think that if it the folks designing the billing system realized the costs, they might simplify things. If the complexity of your billing system means that 3% of your engineering team (plus additional folks in support and finance) is going to be working on it forever, but if you simplify it a bit you could keep 90% of it and only have 1% of engineering working on it, that might be a good tradeoff - after all, that leaves you more engineers to build features, which should drive additional sales. Unfortunately, that analysis never seems to get done up front and the cost is only understood after the billing system is deeply integrated into everything and would take an unpalatable amount of effort to change.




Yes, this is a big thing - there needs to be a clear model of how variable pricing and discounts are going to work in this company, with the sales team being able to apply the actual amounts of any prices and discounts, but not arbitrarily changing the model.

It doesn't work when the model is too simple or restrictive, which will simply result in the model being violated; you do need at least the ability to customize pricing for individual customers, and for specific invoices, but other than that the decisions (e.g. whether you apply invoice discounts as percentages or specific amount or both) can vary but you just need to pick any reasonable option and stick with it.


Yeah, this is tough because when the VP of Sales knows that one particular change will close the deal, they're going to push for it no matter what the cost. In reality it may be better from a big picture perspective to give a concession that is actually better for the customer and worse for the company than x as it relates to that particular deal, because the larger concession fits within the current billing system with no custom work, so the overall cost to the business is less.


Couldn't agree more on this. Even if finance, sales, marketing or other deps are involved, billing is an engineering thing! Back in 2016, while building the billing system for qonto.com (european fintech unicorn), we were surrounded by people willing to add complexity to a thing they don't understand. A team of 2 engineers building it ended up in a whole squad called "Pricing Cross Functional Team"... even the name of this team was complex :)




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