Buy every Pegasus vehicle available, the most expensive of all properties, all the clothes, masks, etc, then fill all of your garages with the most expensive car(I forget on PS3 which car that is) and overwrite anything that costs less to replace than the sale value of that car. If you still have tons of cash left you can always sit and keep buying expensive cars overwriting the same slot until you in a comfortable zone. Unfortunately I haven't seen a published hard limit, so I cannot say if there is a transfer cap now. There was a year ago, then there wasn't 6 months ago, and now people are reporting a cap again; but it's inconsistent.
After the money wipe in 2014, when I was still coming across ill-gotten gains(hah) I always tended to spend it quickly to buy anything I didn't already have as they never took away the items purchased with bad cash, only the cash itself. I also got into the habit of not keeping Adder bonds or similar for long as R* had a tendency to lock them from selling. I would always liquidate the dupes quickly and spend the cash until there was nothing else to buy. I recall at one point having every Pegasus vehicle, full garages and all the clothing, etc; but with 47k cash on hand after the wipe. This was just prior to the release of the original Roosevelt, which with its high price and falling just after the wipe became relatively rare as not many people had tons of money to burn. I dumped my bonds to afford it and carry on. Oddly, I had another PSN that received 91mil cash shared(someone with a payout multiplier robbed a store and shared the cash) that was never wiped. I think that one still has somewhere around 30mil but I haven't played on it in months. With the continued release of more garages I haven't had a need to, as multiple PSNs was really just a workaround for limited garage space early in the game.
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. The players I play with regularly 
