take a gamble
try one's luck
take a risk
chance
take a chance
go out on a limb
take a flutter
chance one's arm
roll the dice
lay on the line
run the risk
gamble
tempt fate
disaster waiting to happen
triable
throw caution to the wind
venture
high-wire
have a stab
riskable
riskily
venturesome
attempt
put one's ass on the line
venturer
adventurer
high-risk
run a risk
candle in the wind
daring
take chances
razor's edge
risk
hazard
dare
adventure
audaciousness
give something a try
imperil
bite of the cherry
bell the cat
give something a shot
retry
safen
assay
live dangerously
stick one's neck out
bid
forlorn hope
fair go