put one's ass on the line
risk one's neck
tempt fate
high-risk
go out on a limb
chance one's arm
run the risk
lay on the line
take a risk
hazard
try one's luck
roll the dice
run with scissors
go for broke
adventure
take chances
take a chance
gamble
chance
risk
run a risk
take a gamble
take a flutter
riskable
tickle the dragon's tail
riskily
bet the farm
live dangerously
entrepreneurial
risk it for the biscuit
long
venture
crapshoot
jeopardize
at one's own peril
stick one's neck out
worry someone sick
stake
play catch-up
gambler
high-wire
long shot
overscare
distress
peril
riskiness
valley of death
risktaker
run for one's life
gigantify