I'm no expert, but here are a few things to answer those questions.
Everyone's vote counts on Steem, but someone who has a lot of steem power (someone who started in the beginning or who invested a lot of money) will have a much more valuable vote than a new Steem user who starts with 5 Steem or whatever the current rule is.
That's why a post could have more than 100 votes, but if they are all by newcomers than that might not ad more than a few cents of rewards.
The votes of what is called "whales" around here can be be worth hundreds of dollars ( I'm not sure what the current stats are) Whales are people who already have collected a lot of steem. With your accounts value the value of your vote also rises.
There are some things that need to be fixed in order to make this more fair, but that's the very basics of it at the moment.
I hope this helps you understand a little better. Do you have any more questions on that?
RE: Why is this happening on Steemit?