Approaching thumb position can be tricky; many players use different techniques to do it smoothly.
My method involves finding how to make the bass balance on its own, so my arms don't need to support it. I like a high endpin, and i let the bass lean a little bit, it's weight all being supported by my hip. Your hip should do most of the holding. Don't grab the neck. Often times, I will even take my thumb out of the heel, bringing it almost around to the front.
Make sure you're using your arm weight effectively here, be able to feel your arm weight drop into the string, and into your hip. Don't hunch over!
Oh, and basses don't have frets, remember?
