1) The possiblility of "Oh, crap, I just bumped the decimal to the right, by accident, on 1000 customers."
2) The likelihood that someone would tell me that I was "a joke", to be charging money for my software.
So, fear of rejection and fear of screwing up on the money side. Thankfully, there are billing services which eliminated #1 a few years ago, and that was probably the tipping point for me. #2 is an ongoing concern, and always will be.
Thanks for the question!
But, just the fact that they said yes to my product and price point gave me the confidence to start.
But, I think you can hijack someone else's product-confidence... by which I mean you should find a 800-pound gorilla competitor in your market and just follow them into battle, and eventually outflank them. Not gonna lie, I did this too, because I got to a place where my market-vision was limited... so I piggybacked on a competitors market vision. :)
1) By not affixing a price to it, people will pay what they think it's worth. By affixing, say, $20, those who think it's worth less may not pay but those who think it's worth more won't pay more. There's a small risk that people may stretch to make your price tag but instead not bother but my completely untrained gut would say that'd be minimal?
2) You're already relying on people to go out of their way to send it based on goodwill. You're not going to lose customers simply by floating the amount they can choose to send.
3) Your conscience doesn't tell you 'hey, are you SURE this is worth $20? What if something breaks for someone? You forced them to pay $20 rather than $5, you owe them more than this!'. That's got to be liberating.
Of course, PWYW works mainly if it's a supplemental income and you're not relying on it to feed yourself :) That said, I'd expect it's pretty confidence-boosting to see someone voluntarily pay for something you made, since it basically says 'hey, I think you're worth this, thank you!'
The OP and this discussion is incredibly inspiring too, it makes me want to build and release stuff in my spare time that people are completely free to pay as little or as much as they want for, just to see what happens :)
Let us talk out of our asses here, just for a moment. People like to call these "thought experiments":
There are two mindsets at play that I can see. Lets call them the "analytical" and the "immediate"...
[Aside: If I use my own terms like this, then I can write that book later and have my movement-terminology ready-to-go ] :)
The "analytical" mindset is willing to spend thought-cycles worrying about the fact that an app is expensive at $2.99, since the price is anchored against a million other <$1.40 apps. The level of cognitive dissonance on display here is uncanny, but apparently price-anchoring is a low-level OS service of the human brain that is difficult to kill via the Task Manager (consciousness).
The "immediate" mindset is completely free of the cares of price anchoring. This usually happens when you're playing with other people's money, or when you simply don't have a choice.
If you build for the "immediate" mindset, you win.
Of course, this is just a thought experiment and completely indefensible. However, I am willing to make a bet that contains elements that are correct.
I had a free version of the app with IAP and a paid version. Both initially cost $0.99 but after 6 months I raised the price to $1.99. Sales actually went up. I think if you have an app people like and you have good reviews, price isn't as important.
Graph for paid app https://www.dropbox.com/s/s7zvicfuan9ci5n/paid.png?m
Graph for IAP https://www.dropbox.com/s/3ddr15si5qp5bux/iap.png?m
As for a higher standard, I want to deliver value regardless of price. At the end of the day people are giving me something way more valuable than a couple dollars - their time.