I also find it easier to pump on massage mode rather than expression mode. But some people find that expression mode works better from them. There is no 1 setting which fits all. It is personalised.
I think you have to check the pump parts and see if there are any tears in the duckbill valve. The pump parts will affect the suction so you have to check and change regularly if there is high usage.
I will massage first, do breast compression while pumping. I usually pump for 20 min maximum. Try to think of your baby, smell clothes or something to have letdowns. To produce more milk, consistent milk removal is the best so you need to pump every 3-4 hour without fail. Can try eating oats to boost your supply too.
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