Coming to this thread a little late...
We do have 275 gallon totes with the bag in (plastic) box type system you mentioned. We do not currently have this for 55 gallon drums, though. Sorry.
Another thought is that the company drierite has a desiccant cartridge system for drum bungs that would at least help keep the air coming in dry (link included). It is more commonly used for reactive adhesives like polyurethanes, though.
You mentioned having to switch to another vendor. Is it possible that the shelf life on the replacement product is shorter than your prior adhesive?
Conversely, there are usually unfilled/filtered versions of the adhesive you use that are designed to be less likely to clump or clog up. They tend to be a little more expensive, but you may want to check if there is an alternative version of the adhesive you are using from your supplier.
Another option that is much more expensive than the harbor freight pump is the ez drum dock pump system that you would still be able to use to fill your Lamello LK tanks you have. The main trick to it is that the small bung remains closed and the special fittings for the large bung are self venting as needed and this works to help keep the adhesive more protected over time.
Just a few thoughts from the glue guys at CP/ Spectrum. Thanks