want to try some old school racing/management?

Try Gallop Racer (PSX). Pretty much Horse Racing Simulator. You play as a jockey/owner. You buy horses, race the horses (manually, no auto), and breed horses. Endgame is to win the prestigious horse races and get something similar to Triple Crown.

The racing part is simple to learn, hard to master, but fun overall.

My favourite part is getting the trophies by winning these specific combination of races (e.g. 10 G1 races, World Turf Cup + World Mile Cup+ World Dirt Cup, etc.). Or beating these particulary hard races with in-game “famous” horses.

There’s also a mini jockey competition called WSJ when you become top 10 by November of the year which you play 4 races with random horses and win by points.