Migration Assistant Reports failed files, Prompts repair errors: No Documents transferred, High Sierra

I have a 2017 Macbook Pro and a 2018 Macbook Pro. The target machine has a bigger SSD than the source, so I know it's not a space issue. I ran Migration Assistant on both machines and the process completely relatively quickly. After it completed I received about 2 dozen files that could not be transferred. The machine than boots into macOS and I start receiving repeated authorizations requests to repair files. I also receive notice that the keychain needs to be replaced with default. Should I attempt to boot the source into target disk mode and transfer via thunderbolt?