When you have everything to lose do you risk everything or play it safe?

Are you a risk taker? Do you buckle down under pressure?

What if there is no safety net, does that slow you down. Feel like what you have to lose is not worth the risk, or would you rather double down?

Maybe holding on or taking the safer route is riskier in the long run?

Calculated risks, safer bets, standing still?

Ok this question is biased. Feel free to expound regardless of the suggestive nature of my phrasing.