You mention this being your first trip and not knowing what is most important and here are a couple of key points in travelling, first the money angle for unless you have an endless supply of it, money does get consumed at a rate you may never have imagined, so without an endless supply you need to have something of a budget and do some planning that will stretch what funds you have and to add to them as you go, hence the harvest trail; some people also able to find other work depending on their skills, sex and luck, for instance girls will be more likely to pick up nannying work and even waitressing/bar work more so than guys, but for whatever work you manage to get, there is always going to be an element of luck in being at the right place at the right time.
You ought to visit a few different hostels wherever you are staying for most will have noticeboards with work opportunity advertisements, a lot being sales orientated and something to be wary off but also talking with as many travellers as you can about work is also another way of learning about opportunities.
What coalcliff may have attempted to put forward in being perfect would seem to be based on weather just for following warmer weather and that will not necessarily mean finding jobs.
The second point in travelling is what interests do you have and that can also affect your travel pattern, for if you wanted to have something of a snow fields experience, you would want to hang around a bit in the south during winter./early spring or at least revisit that region if it was experiencing a good snow season, so what is perfect if there is ever one is in the mind of one seeking it.