I originally priced it at $99, but I haven't been able to get anyone to pay that amount or $19. Do I just keep dropping prices until I can get someone to pay? Is it a fair test to email out varying "discounts" to groups of users to determine a price?
If your starting point on pricing is too low, you're going to be measuring below your noise floor. Running what is effectively a reverse auction on your price won't help you, because your prices are already arbitrary.
If that's the case, consider solving the problem with some mechanism other than pricing.
The best thing you can do here is talk with some customers that you don't personally know and aren't connected with. Tell them you're going to give them 3 months free in exchange for a frank conversation about how they use your product and what they actually value.
That will guide you.
If you're providing them with that much value, maybe you just need to bring their attention to that value.
That goes double if this is a b2b.
If I am working on a project that I need feedback on, and I am convinced that your solution will provide me that feedback, I'll happily pay $100. At $40, I'll be happy to take risk too. At $20, it sounds like the price is so low because the results would not be worth anything.
If the question is how to bootstrap, the best I can think of is to work closely with those 6% people and refine your product to the needed extent, proving value and getting testimonials.
I simply don't believe that pitch. Anyone who is willing to do that for <$1 doesn't value their time, so why would I value their opinion?
I'd increase the price, add some case study/ROI, and provide more detail about how it works (not necessarily on the landing page, but clearly linked)
But first think about monkeyspaw's answer, not mine.