It baffles me how some wealthy people in our society, instead of owning few productive properties that will stand as assets which will generate proceeds for them, they often enter into owning so many properties which some of them are left in dilapidated state and some of these wealthy men doesn't even know how many properties they've got because of how numerous they have become and sometimes some of the people who either stand as agents, witnesses or attorney that was involved in the business dealings hijacks some of these properties without the knowledge of the owner simply because they also have some of the owners documents in their possession.
For sure we are meant to acquire assets that will stand out for us in the future especially a time when we will no longer have much experience, energy and strength to work again in order to earn a living so our assets gives us the liberty to enjoy the fruits of our labour when we get old and these asset also stands as aid to people around us more especially our offsprings or relatives who are very dear to us at a time when we answer the "call of nature" (death).
My question is that is it advisable to own too many properties that are unproductive with the expectations that they would stand as aids to us in the future or should we just own few assets and make sure they are of the best standards and are generating money for us regularly?
I think there's this notion that "humans are never satisfied with accumulating more wealth and becoming wealthier." Rich people want to become richer rather than poor and have their net worth reduced. So, in order to improve, they definitely will continue to accumulate more assets, and they definitely will keep track of and keep records of all their assets.
Just as you have said, some rich people accumulate assets until they even forget about some of the assets they have. Well, it happens, but not with tycoons or international entrepreneurs. The people who are in this category of becoming so wealthy that they will even forget about some of their assets are some greedy politicians who steal from the government. Some of them will receive a huge disbursement from the government that they are to use for a project, but they might not do the project or they might start the project and not finish it, and then they will convert the money to their personal funds. Some other rich people that fall into the category you are describing are those involved in illegal activities that generate millions to billions of dollars on a regular basis.
Those kinds of rich people may not want the government to put their eye on them, so they would use that stolen and illegal money to acquire lots of properties, and some of those properties may not really be in their name.
To answer your question, which I highlighted, rich people or any individual that is aspiring to be rich will always invest his or her money into an asset that they believe and expect to get profit from in the future. It doesn't matter the number of assets they invest in, but believe me, every rich man who is making his money legitimately will always keep track of all his assets. He doesn't even want to lose anyone.