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Multiple DUP ACK for one packet

I am trying to troubleshoot a "slow file upload speed" issue for a customer, and I have a Wireshark capture that shows seemingly HUNDREDS of DUP ACK's for one packet. I don't have enough "karma" to upload the capture file, so let me try this:!Ai804OSraN7whOMk49nPmK0rePFjrA?e=pEXuAY

Packet 39 seems to be getting acknowledged hundreds of times, starting at packet 40 to packet 290. Then, same thing for packet 301, getting ACK'd hundreds of times from packet 302 to 927.

I've seen DUP ACK packets before, but never this many for seemingly the same source frame. Any ideas? Thank you in advance