I'm with those who suggest there can be no true satisfaction unless the bully knows that the retribution is coming from you.
... retaliating is what bullies want you to do
Not in my experience.
My experience with a bully who tormented me in 7th grade was just what you'd expect to see in an After School movie or Jean Shepherds A Christmas Story
This kid was older and a lot bigger than me and I had him in my gym and shop classes. His name was Bob Lemon, like the Cleveland pitcher and Yankee manager. He picked on me every day and at one point even gave me a pretty good burn with a soldering iron.
One day while walking out to the baseball field for gym he spit on my back. For some reason it was the final straw and I turned around seeing red through a haze of tears, and rushed him; punching him as hard as I could in the face.
I figured he was going to kill me after I hit him and I just stood there crying and dumbly waiting for the beating to commence.
Instead he got all nervous and even scared and said something like "Hey man, I was just kidding!"
I only got the one punch in and it didn't result in anything dramatic like a bloody nose or black eye, but he obviously didn't like getting hit in the face.
As trite as it sounds, he actually left me alone after that. He'd call me names from time to time, but the real bullying ended.
I learned a good lesson from that episode, and it wasn't that bullies are cowards, it was that other kids really did not like getting hit in the face. For most of my youth I was much smaller than kids my own age and so if there was a fight I usually got overpowered and wrestled to the ground. Typically my assailant would sit on me pinning my arms with his legs and either feed me dirt, grass or bugs or would drip spit on my face.
From that day forward whenever I got in a fight I went straight for a punch in the other guy's face. It almost always ended the fight right then. Unfortunately some kids weren't all that upset by a punch in the face and if they were a good bit bigger than me, a whupping would result. I had my nose broken on three different occassions before I finished the 10th grade. During that summer though I grew about 7" and miraculously most of the fighting came to an end.
I suggest you confront him and aggressively demand that he cut the **** out. If he's like my bully and movie bullies, there's a fair chance he'll back down... but be ready to sucker punch him at the first opportunity.
Since you're both adults, it's probably not good advice to punch him, but I would skip the anonymous prank attacks...unless you think they'll satisfy you. And then do it up right. Put an ad on Craig's List saying you have to move quickly and are giving the contents of your garage and backyard for free beginning at 6:00am on a Sunday morning. It's an old trick but a friend of my son has had it played on him twice and it's nasty.