Use Kelly Criterion and you won’t bleed to death, especially if you truly have positive expectation.
Well, you might have a positive expectation on a rare event but you need to keep the investors money for that event to arrive.
Taleb Fund never bled to death. Also, you can sell vol to fund the strategy, but takes a lot of work.
Indeed, his main thesis (having actually spoken to him in person years ago before he became a celebrity) was that gamma is overpriced and kurtosis is underpriced. While I can see the reasoning for it, it's a hard trade - you don't make money most of the time, you lose money on small adverse moves and you only make up for all of it when the shit really hits the fan.
For an institutional trader, if your best years coincide with everyone else's worst years, you never get paid for that convexity. I myself have a tendency to be long(ish) risk premium, even in my relative value strategies. Made a ton of money in 2008, made a chunk in 2011, did ok in August 2015 and this Feb. However, on a personal level it did not work out quite as well - i.e. I am still not rich

The only people that seem to have done well in that regard are guys with a strong gift for self-promotion (oh, and yes, Empirica did shut down due to poor returns).
For a private trader, where your risk horizon and tolerances are not dictated by the management, there is no reason to restrict yourself to that modus operandi. You should think in relative value terms most of the time anyways.