If you are going to chock it with the handbrake off on a steep drive, get some proper rubber chocks, I have some Sealey 4 ton chocks as a safety measure to stop either of my two large vans rolling down our very steep drive and through the neighbours house! None of this plastic chock rubbish, we have a cheap pair for the trailer and they wouldn’t hold a car on our drive.
And make sure you reverse up and chock the front, if you drive up forwards and chock the lighter back end there is a risk of the chocks skidding or the car riding over them.
I wouldn’t leave the handbrake on lightly, it was only when we moved here that I realised if the hill is steep enough the weight of the car is enough to overcome the engine compression and roll down the drive fairly briskly!