upload multiple PDF files at one time to a record

You can with a 3rd party add-on 
demo here:  https://juicedtech.quickbase.com/db/bg5vsmqyw

Note that if the documents aren't each unique to the employee (ex. you create an employee record and you want to upload 'handbook.pdf' as well as 'updated use policy.pdf' and '1099.pdf' etc. to that employee record), you have a ton of native options depending on your structure and preferences. Is that your case, or is each document generated specifically for each new employee record?

The documents are training certificates unique to each employee, so each document is generated specifically for each employee.  There are not new employees, they are currently in the system. 

Quick Base knows this is a need and it�s somewhere on their development roadmap but no announced time frame.

If you need it now I�d go with Juiced. I�ve used that add on for some clients. It also easily uploads multiple photos from phones

thank you I will take a look at that

Currently we can upload one photo at a time into a job file. We need the ability to upload multiple photos into a job file from an iPad. Do you have any ideas who we may contact to facilitate?