Strongly agree on Uber's side; this seems like both a distraction and a rounding error even if it's successful.

As for Jump;

https://www.crunchbase.com/search/funding_rounds/field/organ...

They just announced a $10M series A in January. To cash out at a $100M valuation doesn't seem like a bad outcome; after just doing just a series A, the founders' stake is likely to be in the 25-50% range (I'd guess in the lower end).

Obviously the zeitgeist is to shoot for a unicorn, but there are plenty of reasons to chose an earlier exit, only some of which suggest that the underlying business is shaky.

(Dodgeball sounds like a great deal BTW; rest & vest for a year or two, and then go start your company again except this time without having to bring in outside funding for your seed).