Mine did that intermittently....though would still hold the car on flat, but not slope, so not as bad. As you say, second pull sorted it.
It seems according to research that the handbrake shoes/disk/hub etc get crud/rust in over time and eventually it just all grinds together. Mine made a bit of a noise if you really listened, when the wheel went round. It got looked at during the last service and they cleaned it all out, fitted new rear disks and adjusted again, and all is good again.
2011 Range Rover Vogue SE 4.4 TDV8
Previous cars :
2003 Range Rover Vogue TD6
1999 Discovery Td5 ES
1995 BMW M5 3.8 6 speed
1992 Range Rover 3.9 Efi Vogue
1992 BMW M5 3.8
1988 BMW 735i SE
1989 Ford Sierra XR4x4 2.9i
1981 Ford Fiesta Supersport
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