The fact that you are paying "well into five figures" says more about the sales process than anything else.
Any time you have dedicated sales staff selling stuff to organizations with a sales process that needs to get buy-in from executives, your prices have to go way up to cover that cost. (Doubly so because the sales process is expensive for you, and your price point lowers your success rate.) Unfortunately many organizations have a rule that every purchase over $X has to be approved by management. Thus there are 3 price points that you can find proprietary software sold at:
1. Small enough that a developer can charge it to a corporate credit card.
2. Relatively modest recurring payments, individually small enough to pass on a corporate credit card.
3. Starting well into 5 figures.