I am a signmaker and letter many vans and signs in the course of a year. Ensure you use the correct vinyl to start with, I use Avery 700 from Victory Design which is POLYMERIC.
Basic grades are:
Monumeric = flat surfaces, interior, exterior usually rated 3 year
Polymeric = flat and slightly curved or indented surfaces, interior, exterior usually rated 7-8 years
Cast - virtually all surfaces, exterior rated 7-10 years. This vinyl has minimum memory so more suited to very irregular surfaces, rivets etc.
Wrapping film is a different film all together and usually digitally printed with a matching laminate.
You will need to work in vector objects so a drawing programme is best, I have Signlab and Vinylmaster which are bespoke sign programmes but I also use Corel Draw - Illustrator is ok
Plotter - generally it is the same difference as presses in as much a good branded one is usually better than a cheap Chinese one, I'm talking long term durability here.
I have a Graphtec and Summa, both are years old but still work daily and produce results as new.
As you are working in vector you will need to brush up on your node editing skills as any automatic tracing may yeild acceptable results when printed relatively small such as mugs or tshirts but may not bare close inspection when 4ft long on a vehicle.
There are loads of fitting instructions on youtube but here is a link
http://www.adsignwriting.co.uk/fixing.html with a few pictures.
These are very basic recommendations and you may be familiar with some of it anyway but I'm always happy to clarify anything you're not sure of.
Alan D