It appears that UPS has stopped supporting the Shipping Manager add-on because they had not updated since 2011, and was using insecure communications.  The error that I started getting Monday for missing password indicates that UPS is expecting OAUTH level communications and Quickbooks didn't invest in time.  It took me 15 hours of debugging, multiple calls, rebuilds, etc to get a straight answer from Intuit.  No, they didn't fess up to the OAUTH, insecure communications, part above.  But a conversation with UPS made this clear.

All users on Desktop can no longer ship via UPS from desktop until they fix this problem.  Unless somehow they prevented updates from QB.

As a general comment, I would caution anyone considering using QUICKBOOKS desktop to rethink this.  I don't think Intuit is ready to admit this, but the age of this product has probably made continued support extremely expensive.  They have likely shifted all investment to their online product and will milk desktop as long as they can.  I believe this because I was the Product Manager of an IBM product what was being milked but not reinvested in.  Frustrations like this are likely to grow as their technical debt continues to grow.

Andy