I would say you gain different* experiences, not necessarily more valuable. It depends on your circumstances and your goals. Hopefully my perspective on that came through in the post.

if you are the founder of Juicero, who burned through $118 million with nothing to show for it, would that look better on your resume?

Someone who figured out how to raise $118 mln is worth something. I wouldn't let them near the engineering team, but they definitely have something to offer.

I am not sure what is valuable here though. It sounds like you think fundraising skills in and of itself is valuable. I guess that kind of makes sense

But still, at best he can be a mentor for when you fundraise. But would you hire him or pay him, to be a fundraising consultant?

Plus if you fail big and spectacularly, you’ll always fail upwards. Fail small and no one cares. Messed up, but that’s how the world works.

I don't quite understand this. 2 scenarios:

  1. Juicero who burned through $118 million with nothing to show for it

  2. bootstrapped startup with $0 funding that made profits

It sounds like you would rather be the founder of #1 and not #2? Why though

Raising $118 million and building a company of that size is a big accomplishment regardless of whether the company was a punt or not. I can assure you those guys have no shortage of lucrative post-Juicero opportunities. They’ll probably make more than the typical bootstrapper over the same time period.

interesting. What kind of lucrative opportunities would they have? As a fundraising-consultant? Because I am curious as well