With balanced demand amongst all shops, some shops run out of product before others because of inventory quantities. I see that I can pay to upgrade inventory, but I don't know whether I get more bang for my buck starting with shops that have the largest inventories already, or starting with the smallest, or if there are other factors besides inventory size to consider when upgrading. So which shops does it make best financial sense to upgrade first?
For upgrading, the increase in the default stock (75) is flat across the board.
This means that no matter the size of the store's stock quantities, the 'upgrade' is going to be the same constant amount.
However, if any workers there are working their 'Dream Jobs', the stock increase effectively doubles to 150 for the number of items matching Dream Jobbers.
As far as which stores to upgrade first, that depends on your playing preference. A general order follows:
Last note, don't get too aggressive with your upgrades - unless you're frequently leaving your tower for long periods of time and have stores emptying out a lot, those Tower Bux can be better spent on other things like the Coin Bank and quick restocks/sales/builds.
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Every shop upgrades the same way. From the Tiny Tower wiki:
Tip: If you are spending a lot of time on your Tower, checking it often then there is no real need to upgrade (use the Bux for more profitable things as others have said). If you only get to it every so often (say a couple times a day or less), upgrade the floors that have low stock/restocking times.
Because of the infrequency I check my Tower, I like to have the minimum stocking time be 30 minutes so that they stay stocked longer. With those 5 minute stocking times its great if you're checking constantly because you can get more Bux for having a floor fully stocked, but for me I was always running out of stock and therefore earning nothing.
However, my OCD kicked in and I had to have all the floors on the same upgrade "level" so now all of my floors are upgraded. :)