Which removes income from the developers.
One of my apps was pirated, and made freely available, and I saw the income drop right off. It never recovered. People didn't want to pay $0.99 for an app. By allowing this to happen, these checkra1n people are hurting thousands of developers, including one-man setups like me.
While I certainly feel for you, I don't think it's quite right to blame the jailbreak for your lost revenue. If you wrote a macOS application and it got pirated, would you blame Apple for not locking macOS down as tightly as iOS? They certainly allowed it to happen and on a scale far greater than the user base of checkra1n by allowing so much freedom in the operating system.
I guess my point is that any system, regardless of intention, can and will be abused by people who don't want to pay for things. The blame should land squarely on those distributing the pirated material and not on those who may have, as a consequence of freedom and user control, made it possible.