EGGC - I'm afraid your suggested career path is somewhat out of date and no longer feasible to the vast majority. A shame as I think your instructing / air taxi / turboprop route makes excellent pilots but in this economic climate there are very few instructing jobs and I've never even seen an ad for air taxi recruitment. The odd chap with good contacts might be lucky but 99% won't be. What else to do than pay for a rating with a loco?
Times have changed sadly and a job directly onto jets is the best option for most, otherwise their skills will decline and they will become unemployable as the months and years of job hunting pass by.
Simple supply & demand I'm afraid. Crazy as it sounds to pay £100k+ for a job, there are endless lists of people with the desire to do it.