If you are a fast learner, the trainer kite portion of your kiting evolution may equate to one hour - ie the first section of a kiteboard lesson with a certified instructor (ie IKO). Then depending upon the wind you'll progress to a larger
kite to practise body dragging etc.
IMO, spend your money on lessons in May, and then the actual gear you can use
to get up and going, and not a training kite. Your instructor will be able to
advise you on the most suitable equipment for you.
Modern kites are no-brainers with respect to relaunch and drift launches - you
don't need to practise this stuff for 5 months.
Good winds and safe kiting