A multi-configurable headset support apparatus is provided, having at least one earcup having front-facing and rear-facing posts. First and second suspension wires and a helmet mount are each provided with loops at opposite ends that are attachable to the earcup posts. A support band is securable to the suspension wires. When the first suspension wire is attached to the posts and the support band is secured to the first suspension wire, the support band is attached in an upward configuration atop a wearer's head. When the second suspension wire is attached to the posts and the support band is secured to the second suspension wire, the support band is attached in a rearward configuration on the back of the wearer's head. The posts are preferably retractably spring-biased into the earcup; the spring force secures the loop disposed on the post shaft against the earcup via the post head.