then they get Execs that do they same with for a little smaller share
then more people come maybe get an even less portion of the pie for the same crazy hours
Where everyone at the top expects crazy work ethic because they put in crazy hours and say it's about passion.
You just have to evaluate the startup based on their offer (heavily weigh the compensation, benefits, and learning opportunities, but don't weight the equity too much, imo), where they're at (series A/B/C, burn rate, other factors) and see if it's worth it to you to take a chance on the job.
The execs and employees joining later are by nature taking less risk because they are being paid near market rates with equity making up the rest. The later employees get less of the pie because the early employees took all of the risk.
That said, startups can be full of toxic hierarchies, exploitation, unequal distribution of benefits, and similar qualities, but that's been true for centuries of capitalism.
There is something really pyramid-scheme-like about moving up the management chain. An early engineer becomes a manager. Then more people join thinking they'll become managers. Maybe they do and the first manager becomes a director. But, just like a pyramid scheme, this isn't really sustainable without huge turnover. The math just doesn't work out.
So, no.
The moral discomfort you notice is not because there is something wrong with startups per se, but with the winner-take-all dynamic that emerges in poorly-regulated markets. https://www.amazon.com/dp/B00K33AFOK?plink=B7Qs6pIL3Rfw7mh2&... You are looking at the most basic feature of capitalism: that the rich tend to get richer. The usual mechanism is that rich people can afford to take on more risk, and therefore earn more reward.
Your moral intuitions are correctly picking out injustice, but failing to notice that your entire life takes place among pyramids. Sure, startups are pyramidal, but so are corporations -- don't forget Zuckerberg telling the 'metamates' to put his company before themselves. Size doesn't matter; nor does industry; the same dynamic plays out in banking, agriculture, and all the rest.
If you follow that intuition, you may, like me, discover with surprise that you're a socialist progressive.
And once you've adjusted to that self-reperception, you may want to get active. The only way out of the Valley of the Pyramids is redistribution.