I will share my experience: 1. create player contracts, because the rewards for this contracts beginn immetiadely with contract level 10. So you have to do 10 service, after then you will get maximum possible rewards for silver planes (SP) and XP.
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If you have to less Wollars to buy own planes, buy AI contracts from the map. Look for offers for contracts and seek to the map where you can filter the categories of planes (A-G and Pax/Cargo):
Choose contracts so far as possibel, the greater the distance, the larger the chosen aircraft, the greater the rewards you can expect. 3. If you have enough money buy own planes and choose contracts at the map by the same way as in point two. 4. To find the optimum contract look also to my entry last year here: Diminishing returns - General discussion - World of Airports forum