My heart was in my throat for the first four times I trailered. Nothing much happened so I began to relax a bit but was always watching the mirrors forever after (and all I could see was the top of the car's roof). It's your baby back there, after all.
AFAIR, I got it positioned on the trailer, set the brake, left it in 1'st and strapped it down. It never went anywhere because the straps are pulling against each end.
Used to use the Speedster as a storage annex when we were hauling too much stuff between houses and the pickup bed overflowed. Looked like Barnum and Bailey but we could include the kitchen sink.