You ask a really good question. I have failed w/two different startups, one very recent. The first time it was great for my career in monetary terms. The secon

You ask a really good question. I have failed w/two different startups, one very recent. The first time it was great for my career in monetary terms. The second - I don't know what will happen, but I don't regret doing it. Working on a failed startup is draining. Your whole life is tied up in it, and if the company fails it seems like a phantom limb for awhile. To directly answer your question - past entrepreneurship should be a big plus to any company worth working for. You know you want to try something else, why not another startup?