At work a business man sat at a desk for 8 hours starting at 5 a.m. and of course when you sit for 8 hours looking through boring papers, you become tired. He stayed up through will power and lots of coffee. As work came to a close and his co-workers began to fill out of the building, he collected himself, gave a large sigh, and headed for the elevator. He walked out the building towards his company owned van and started the engine.

While on the road he got a call from one of his co-workers. He said "I'm on your side of town and I know we have that business deal to finish, would you mind if I come over?" In response the business man asked "Do you remember where my house is?" his co-worker said "I think so" To this a meeting place was arranged and they both met at a small snack bar with their cars. They then continued to the house.

The single business man was driving alone in a van and was being followed by another car that never got 200 yards away. He pulled into a very thin, fairly straight, one-lane road that had no intersections with the exception of two driveways. The road was ~3 miles long and had a slope of ~20* all the way up. Towards the end of this road there was one bend to the right, much like a tilted backwards 7. About 50 yards before the bend, on the left side of the road, looking up, was our first driveway. After the bend, the road continued for ~100 yards before on our right looking up the road was our second driveway. The road then stopped at a dead end.

The business man drove up the road he lived, constantly looking backwards every ~30 seconds. Each time he looked back no one was there. On either side of the road were large trees that blocked any nice view, for the setting took place in a forest. As the business man neared his destination he pulled off the road for 1 minute, during which he looked up and down the road to make sure no one was following him. He saw no one. He then continued into the first driveway and stopped to open the gate. When he re-entered his car he saw a car in his rear view mirror:

Can you explain the events and how he was followed?

key: ~ means approximate

This is a diagram of the road

enter image description here

Correct so far: From @Benjamin Braun:

When he looks up and down the street the car has driven around the corner. When the business man turns into the first driveway, the following car comes back around the turn and follows him into the driveway.

  • $\begingroup$ Care to post your answer? $\endgroup$
    – Tvde1
    Jan 11, 2019 at 16:03

3 Answers 3


Is it that:

The business man is delivering a car that he is towing behind him.

  • $\begingroup$ Nice guess, but he is being followed by a live person. $\endgroup$
    – Jason_
    Aug 15, 2016 at 18:46
  • $\begingroup$ I think it has something to do with "single man" starting. $\endgroup$
    – KeithN
    Aug 15, 2016 at 23:29

Answer, but see comments for possible problems with this answer.

The single business man

is driving a large van with a large blind spot behind him. The following car rides the blind spot for the first section of the road.

Before the business man looks up and down the road,

the business man (unusually) pulls over towards the driver side of the road, and gets out the driver side door. The following car can then drive to the passenger side of the van. The van is very tall so the business man does not see the following car. Now, the business man looks first up the road, and then back down the road - while he is looking backwards the following car speeds around the turn behind the business man's back.. The business man cannot see the following car around the turn through the trees.


The business man turns into the first driveway, the following car comes back around the turn and follows him into the driveway.


The 20* incline of the road, and the fact that the driveway "looks up" don't factor into this answer.

  • $\begingroup$ You have many of the facts right, but not all. I think I'll add a bit more fluff to the puzzle. $\endgroup$
    – Jason_
    Aug 16, 2016 at 3:34

The business man was followed by

a car driven by someone named Noone (or possibly that the car is of that name or title) - or, that is, the "No-one" he sees. Each time the man glanced back, he saw the person or car following him - the riddle specifies he "sees" this "no-one", not that he doesn't see 'any car or person' or any of the other various ways to convey that meaning. The same phrase repeats because it is important that the sentence always says what he sees and who is following, not what he doesn't see and who isn't!


the car following was always more than 200 yards away - the phrase "never got 200 yards away" might refer to its being never farther away than, or never closer to than that 200 yards - as long as it never crossed that precise gap. It might have been further back during the three miles stretch of road (maximum of three miles behind when the man was at the turn), and the trees prevent seeing around the bend onto that stretch, and making up time during the wait (the man stopped after the bend, where he "looked up and down" but the bend itself wouldn't let him see the long stretch) and squeaking by with just barely over 200 yards at the destination driveway... Assuming the second driveway and elevation lets someone on that driveway see past the bend and onto the road (specifically, a spot ~50 yards [or less, depending on the length of the bend] before the bend visible in the rearview mirror), otherwise car wouldn't be visible at the last stretch without violating the rule by being too close.

Edit - since the new diagram changed my spatial assumptions

option three has the man followed by a car, always further than 200 yards away, or better yet further than three miles and the extra minute away (as never got 200 yards might mean never got closer or never got farther). The man never saw the following car as it was too far away. The car he saw in the rearview mirror is assumed to be a different car - given the angles of the road, it could easily be from the first driveway, either a) coming around the bend from the second driveway to appear in his rear-view mirror as he turns into the first driveway, or b) sitting at the top of the second driveway, since the angles have the business man's car (aimed up the first driveway) sitting where the second driveway should be visible in the rear-view mirror.

  • $\begingroup$ Hmm, not quite, I'll change it up a bit $\endgroup$
    – Jason_
    Aug 16, 2016 at 6:41
  • $\begingroup$ @Jason_ - the new diagram of the driveway does change some of the assumptions I was making about the physical arrangements of the bend. It amuses me that the specific points I made about word choice are still there, even though a lot of other things changed :) $\endgroup$
    – Megha
    Aug 16, 2016 at 7:12
  • $\begingroup$ Yeah, I might have needed to try this out on a few more people before posting it. The goal is to make someone's mind work like mine $\endgroup$
    – Jason_
    Aug 16, 2016 at 7:16

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