Well, it's no harder or easier, but it's different.
Everything past 9.1 is what you call a semi-untethered jailbreak now. You have to install a profile that allows you to trust and sideload the JB app. That requires using Cydia Impactor to sign the app with an Apple ID.
If you have a 64-bit device you can use Cydia Extender to keep the app signed, but if not then you have to resign the app every 7 days.
Once that's done, you use the app on the device to jailbreak. Every time you reboot you have to run this app. That's why it's called semi-untethered. You are stock when you boot.
Other than that, the amount of new tweaks being released and old tweaks being updated has declined significantly since iOS 7.
My 6s+ is on iOS 9.0.2, the second to last fully untethered jailbreak. So, I haven't really had to deal with any of these issues much except when I play around with my iPhone 5.