My trip home from the dealership was my inexperienced nightmare towing.  Had to get on an interstate and rapidly accellerate which scared me half to death.  Couldn't wait to exit and felt much better once on the 'back roads'.  I learned quickly the minimum distance needed for a comfortable/safe braking experience, how wide to swing for turns and how to minimize the plummitting gas gauge upon accelleration.

Once home, I did not disconnect (just the pigtail), and the next day towed to my school's parking lot and practiced backing in the bus lanes (solo).  I might have spent an hour or so doing this as it wasn't time consuming.  I angled my mirrors outward and down so I could see the markings, and found that angling out was better for towing vs. those clip on mirror extensions which vibrated so much. 

Suggestions....get to know your brake controller - find a back road and do a few stops/starts, slowdowns, etc.  Adjust your brake controller to your comfort level.

Practice towing - hey, 3am works for me....no one on the road! 

I am a woman, whose prior towing experience was a u-haul trailer from FL to MD, a boat - the same distance, my lawn mower trailer.  Big difference in manouverability and they didn't have brake controllers (U-haul never hooked it up so I found out).

The key is to practice, remember - the trailer follows the tow vehicle, use COMMON SENSE as to speed, stopping distance and turning radius, and remove the sway bar before backing into your site.  You can do it.

I have never been afraid of towing. 

My first experience was when I worked for a landscaper.  One day he said tomorrow I'll send you out with the small truck and the small trailer.  I show up and the big truck and big trailer are hooked up.  I always understood the concept of towing and backing up so I never had a problem.  In fact on the afternoon of my first day towing I had to back into a long driveway off of a major road.  I had to pull forward and adjust only once but I did it.

Towing a bigger tailer is easier than a little trailer.  The most difficult time I ever had towing was when I towed a log splitter.  You can't see the little thing and when you back up by the time you wan to adjust it is too late. 

My trip home from the dealer to pick up my camper was the first time I've ever towed anything. The trip home was about 180 miles and about 90% of that was on the interstate and I feel pretty comfortable towing it. I still more practice backing it up but I get it done eventually.

I used to not like driving along side the cement dividers until my bro said the camper is only a little wider than the TV and it is following right behind me.  As long as my truck doesn't hit the divider, my trailer isn't going to hit the divider.

What are you towing? and towing with?
My setup rides and handles very well.
The WDH and anti-sway makes it feel like it is one unit rather than a separate truck and trailer.