"Freedom without obligation applies to many things. For example, many on the left demand an expansive welfare state without any job-related strings attached. They want the freedom to get income from the government without any responsibilities being applied to said money."
Please name them. Never heard that argument.
Andrew Yang for one. He supports a UBI without any particular requirements for seeking employment.
"Others demand that people should have the freedom to enter the country without any sort of screening process involved, whether it's with regard to a criminal record or disease."
Again, name those who argue that.
Anyone who argues for allowing sanctuary city policies to continue is making that argument unless they specifically state that affected people should be screened for disease or for their criminal record and that individuals who fail said screenings should be deported or detained.
So, take your pick on that one. Every single presidential candidate for the Democrats has supported the continuance of sanctuary city policies.