Maybe you should add some features that encourage people to get more people on the server (dno how hard this is to add):
-This could be a feature, or simply an admin just counting and sending cash:
When you create a race, you get given $100,000 for each participant when the race begins to re-invest
-You recieve $50,000 for every individual you successfully invite to your gang (again, admins could just count and send for this)
-If someone wants to buy your property - they have to fight/duel you for it
You could also do a thing where gangs can buy properties too, not just individuals. Like taking over a territory with a property on it or summin
-More things to spend extra cash on in general
Its easy enough making money - spending it is the difficult thing
I'd be gutted if I won $30 mil in the casino, cos there's not much to spend it on other than:
Races
More gambling
More props
City Planning Department
(Im talking things that take up significant amounts of money)
But yeah, all good things must come to an end. Everything has its era, has its run in life. President's can't stay in power forever, companies can't be successful forever. Sports teams can't dominate forever. LW had its time a few years back, its probably just the end of its era. But to be fair its no that bad, I still see 20-30 people on sometimes. Yeah its not 200 people but meh, get used to it. Still, adding some more features could help, especially more things to spend cash on and encouraging people to bring their friends.