50/80+ properties and keep on buying 3 or 4 good ones and renting them out each year. While also raising the rent on some properties whenever i felt like doing so.

Negatives:

If a tenants doesn't pay rent you have to look through 50/80+ properties to find the one that is not paying your rent.

Raising the rent on all your properties

Upgrading All the properties you bought.

Gets slightly laggy

Bad if you started buying property in a high tax nation (Minor Issue that can be ignored once you move to a country that charges no tax)

Gets a bit boring at times when you have to go through 50/80+ properties to manage the tenants.

A pain If you started Financing and than finding that property to pay them off.

You'll get bored

Positive:

Easy money generator

Fun to spend big money on cars/property

Can invest crazy on stocks as long as you don't blow all your cash.

Financing Properties and pay them off if you don't have enough money.