The data point you are missing is that 80% of all medical expenses occur in the last year of life. Combine this with the fact that MOST health insurance plans COST MORE than just straight out-of-pocket expensing of healthcare and you find your profit motive
Thus as long as an insurer can reduce, or more importantly DELAY the onset of that last year of expenditure, they can get that much more years of ROI and premiums out o fthat individual. Furthermore, since Medicare kicks in at 65, if an HMO can push that onset to past 65, they are even in better shape on ROI
There is another analytic flaw in the Diabetes example. Assuming (which is a bit of a stretch here but useful statistically) that every plan paid for insulin pumps - then it would NOT mattter if Plan A paid for Person W's pump only to have Person W move to Plan B in 2 years. Why? Because assuming Plan A and Plan B are competitive in their offerings, their market shares will stay relatively stable. That means for every Person W with diabetes moving from Plan A to Plan B, there is another person moving from Plan B to Plan A.
If both Plan A and Plan B pay for insulin pumps, the each gets to recoup the savings on the investment by the other.
Now of course in real life it isn't that simple, the flows aren't always equal, market share isn't always stable and not all plans cover diabetes.
Yet another reason for Single Payer.