thank you. Yes i now can make individual cigar and/or box sales and inventory adjusts correctly for purchases and returns.

I have now encountered another problem. 

When I go to create a purchase order. Within the PO screen, Square only recognizes the sku for the individual cigar, not the box of cigars. Buy I do not buy by the cigar, but by the box.

All feedback welcomed.

@CRoom 

Through a lot of trial and effort, I realized that you have to pick your poison when it comes to using the unit of measure functionality. As you found out, if you pick the box as the secondary, you cannot create a purchase order using the box SKU. On the other hand, if you pick the box as the primary, then using the Manage Stock functionality to adjust inventory for something like damaged goods, forces you to enter the transaction using the box (primary) UOM as well. In your case, to remove a single cigar from inventory, you'd need to adjust using 0.05 box (1/20).

Notes:

• If you take this path, edit your box Unit and make sure to set the Precision to two decimal places.
• Your item library will display Stock On Hand and Available to Sell in the box UOM with the decimal precision you set.
• Fortunately, either UOM as primary is handled correctly on the sales side of the house

It's not often that I need to perform manual adjustments to inventory, so I chose to use the bulk UOM as the primary to get the benefit of ordering/receiving with purchase orders.

There have been previous threads along these lines so I am going to make sure there's a feature request in the Ideate section with enough details for expanding the Unit of Measure functionality. Fully implemented UOM functionality should allow us to choose which UOM we are using on any given transaction. This would allow us to use the bulk UOM on purchase orders and the single unit when adjusting inventory. This is nothing more than math, which I heard through the grapevine computers were fairly good at.

Good luck and SORRY I didn't mention this in my original post, as it might have saved you going through the same pain that I did when converting everything over to Square.

@CRoom I've found that it works a whole lot better if you do it by the unit instead of by the case. You'll be able to see how many cigars you have in inventory better this way. You'll see the total number of individual cigars in the items section of the dashboard instead of a decimal fraction of a case.

The big downside to this that I've come to terms with is that your purchase orders might not match your invoices exactly because you will have to set the cost per cigar instead of a whole box. The cost only allows two decimal places so if you have something that works out to $3.33333 repeating, it'll have to be $3.33. If you have a case that costs $65.43, individual cigars will cost $3.2715. When you go to enter it in a purchase order you'll have to put in 20 at $3.27 which would equal $65.40 instead of $65.43. Sometimes my purchase orders are off by close to a dollar. It adds up when you get into bigger quantities.