Backing Fun, How Would You Go About Getting A Truck Down My Drive?

Hi guys and gals, here is a picture of my driveway, the red marks denote the edge of the culvert (top) and the mailbox (bottom). You can approach from either North or South, it is a through street. The street is 24 feet wide, the drive way at the mouth is 14 feet wide after you are past the culvert it widens out to 32 feet you can drive on quickly narrowing down to 18 feet wide. So how would you go about getting a 48 to 53 foot trailer in here? We have had two truckers do it but I was pretty young at the time and didn't watch. One of them had a 28 foot he brought in forward, the other one backed a single axle 48 foot low rider in.

Based on the Orientation of the Maps Photo? Come in from the South and Site Side it in would be the easiest. Just be sure it can hold the weight. Looks to be just dirt, also looks sorta like a 1 lane road so you may need to widen the entrance a bit so you have the room to maneuver properly.

Also if you have a bit of trouble, try sliding the tandems all the way up on the trailer, that will help with the turning radius.

The top of the pic is north. The light section of the drive is just a fraction of the width, grass grew onto the part that doesn't get driven on but it is still gravel like the rest. The weight wouldn't be an issue, the 48 footer I mentioned was at least 30000 lbs being towed by full a size truck.

Here is a better picture for y'all, the top of the picture is north, I measured the road and driveway today, the road is twenty feet the driveway is nineteen feet wide. The red lines mark where you need to keep the trailer and truck, if you cross them you won't hurt anything normally unless it is really muddy out, or you cross them right by the entrance and squish the culvert or mail boxes.

I forgot to put the picture in the above post....

You will most likely have to move the mailbox and depending on which side you move it I wouldnt turn on that side... I would rather make a left turn so I'd put the mailbox on the other side

The tandems are closer to the kingpin than the tail of the trailer, so enter from the north and deal with the culvert instead of the mailbox.

Stop northbound traffic as needed and move to the LEFT side of the road before passing the driveway. (You're putting the tandems where you want them.) Be on the left side of the roadway. Start backing, turn the wheel RIGHT about 50% so the tandems turn rightward towards the drive. Aim the right-side wheels to the "mailbox" corner of the drive, make sure the left/driver side of the cab stays on the road.

When the tandems come to the corner, turn the wheel all the way right (more bend). GOAL to see how the left wheels are with the culvert. Zig-zag to bring the front end to line more with the driveway, then back on in.

Disclaimer: This is only a plan, from what I see. It might change once I start backing.