I find that developers are especially prone to this even with salaries that are typically 50% or more higher than their national averages (500%+ in India). With all this extra disposable income, we should be spending it supporting other developers and using the tools that they make to make OUR lives easier!
But my DO droplet, which runs all my websites, costs $10/month. All the other incredible stuff I use costs 0.
Also, recurring costs add up over time. A long term commitment to a company has unknown ramifications. My income from a new project is 0.
Now that I've been forced to think about it, I probably wouldn't pay $5/month - because (as has happened to me in the past with services I relied on), the price could easily get jacked up. And then I'm committed, or have to back out some code and implementation.
Long term external commitments with companies of unproven track record and uncertain costs make me nervous.
My new plan is to see if I can solve this reasonably well myself (at much higher development costs) and only use keygen or something like it if I really have to.
Which, btw, is exactly the thought process you don't want your pricing to instigate.