The Hustler, 5,000 points
This one is pretty weak, as befits a LTR of only 5,000 points. One of my Sims had a constant wish to "Win X games of chess," though, so this would have been a useful reward for him.
In other words, this is a reward which mainly helps you earn happy points so that you can get better rewards. How meta.
Watering Hole Regular, 7,500 points
This gives you a discount when you buy food or drinks at a bar. Useful if you have a Sim on a strict budget. Combine it with Bookshop Bargainer, Complementary Entertainment, and No Bills Ever, and your Sim can live practically for free!