I think he looks like a genetic fusion of Chris Christie and Michael Cohen.
Here's my theory about what happened between these two after November 2016:
1. Conway was rumored to be a top candidate for the U.S. Solicitor General post. This would have worked well for both of them, since Kellyanne was already a political consultant with a long track record in D.C.
2. Conway didn't get a job in the Trump administration -- perhaps because Kellyanne stayed on in the White House someone determined that there would be a conflict of interest with a U.S. Solicitor General who is married to another Federal employee.
3. Without a job in Washington he had to stay with his law firm in NYC. This left the family with Kellyanne in Washington, George in NYC, and the children in one place or another. Their parents were effectively separated even if they never made it "official."
Anyone who has ever dealt with emancipation knows that the child in question needs to be able to physically support, and prove to the court that they can financially take care of themselves with NO help from parents. They are not entitled to child support, as technically they sever all support at the time of granting emancipation. They also have to have support for the action by one or both of the parents. The Judge will then decide if the child can support itself, and that he/she meets all other requirements required by the state. The parent/s will then have to sign the emancipation.
Just a few facts learned from actual experience.