In my 10 team H2H league last season we had an entrance fee of $50 (10x50=$500).
What we did then was break down the season into Periods. Each period would last about 4 weeks so we had about 6 periods during the year.
The team with the best record for the current Period would get $20, 2nd place $15 and 3rd place $10.
At the end of the season, the team in first got $100, 2nd place got $60, 3rd place got $40 and 4th place got $30.
It worked out pretty well. I won a few periods and managed to stay competitive in the ones I didn't win, plus I won the league so I think I ended up winning somewhere around $175. Not a huge amount but nice nonetheless. Bragging rights are priceless though
The breakdown then looked something like this:
Period Winners: $20 for 1st X 6 = $120
$15 for 2nd X 6 = $90
$10 for 3rd X 6 = $60
Final Winners: 1st Place = $100
2nd Place = $60
3rd Place = $40
4th place = $30
So the 270 plus 230 = 500. We decided to distribute the pot throughout the season in hopes that it would keep the majority of the owners interested throughout.