(To view your trouble points, press right on the sensor bar to pull up the pause menu and go to stats.)
Even if you do the story missions and any errands, you won't come close to 160,000 trouble points, There are, however, a few things that can be done to gain massive points quickly.
On my own, I found that you can earn up to 8,000 trouble points just by going to the Warehouse in Blue Skies and destroying absolutely everything. If you're fast, you can do so twice (4,000 per time) before Jimmy passes out at 2 am. You can use the Townies safe house. It's literally right down the street and saves you on travel.
After google searching this problem, I found a post on psnprofiles.com by user DemonOutcast. Quote, "The way I did it was camping on the tree branch in Bullworth Vale. This area spawns infinite NPC's and will never catch you doing this. Your meter will rise up to 300 points when its empty. I discovered this by accident after doing cooks date."
http://psnprofiles.com/forums/topic/36117-trouble-points/This method also works well to get the points. You can use the lighthouse to rest to save travel time, and the lighthouse is available after you beat the Preps. There were many more suggestions in that thread as well, so the link is worth the click.
Regardless, you will have to grind for this one, I set aside a day to do all of the grind-worthy ones without interruptions, because there were so many.