I keep randomly getting the transfer failed pop up. The job starts, the pop up pops up, it will engrave/cut for however long it decides to and will just stop in the middle of the job. The laser says it’s ready. Next time I run the job the pop up may or may not pop up again. It’s getting really frustrating trying to get jobs done. What are things to try? I have restarted Lightburn multiple times.
If it’s using the Ruida’s USB port and you can set it up with the Ethernet port, do that. Using the network connection eliminates an infinite number of USB headaches, most of which you have not yet encountered but eventually will.
If you must use USB, then this debugging checklist is a good start:
The list is written for Sculpfun lasers, but all USB connections pose the same problems.
I am using the Ethernet port. It seems to happen when I am trying to cut/engrave a larger project. When I cut/engrave part of the project it works fine with no pop up.
Ah!
Clean out all the files you’ve ever sent to the machine, because Ruida controllers get headaches when their flash disk fills up.
The function you want is tucked away somewhere in the Files menu tree; you can delete the files one at a time or, better, all of them at once.
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So there were no files showing up in the Files menu but I went ahead and pressed delete all files. No pop up showed up on the file that I just tried to run. 
that did the trick. It seems to just randomly happen, so I hope that is the fix. Thank you so much for you help! I really appreciate it.
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I’m starting to get the pop up again. Now at times it won’t even start the cut. It takes me several times to press start for it start cutting. Have any other ideas I can try?
Take a picture of the popup so everybody here can see what’s going on.
Having eliminated all the common problems, now the going gets weird.
The Ruida controllers use UDP over the network, with a complete absence of error checking and suchlike. This works great when everything else works great, but makes debugging really difficult when things fall apart.
The controller has a static IP address which can conflict with a dynamic IP address assigned to another device by the DHCP server, typically the router in home-scale networks, because the router has no way to know the controller is squatting there.
For example, I’ve set up the DHCP server to assign IP addresses in the range 192.168.1.50 through .99, with the laser’s static IP at 192.168.1.47.
Have you assigned the laser’s IP address outside the block of DHCP addresses managed by the server?
If not, then you may be seeing collisions between LightBurn’s network messages to the laser and another device at the same IP address.
Fixing that will require spelunking to find the server’s DHCP range, changing the laser’s IP to be somewhere else, then updating LightBurn’s device configuration to match the new address.
Good hunting! 
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