When we travel east to visit family in Ohio, we arrive in Chicago via a SWC sleeping car and make a same day transfer to a CL coach. (The fact that we can wait in the Metropolitan Lounge for the CL to start boarding rather than in the South Waiting Room has been the single most appreciated perk of arriving via sleeper.)
(We also have a Select Plus Lounge Access card for what it’s worth.)
If we understand you correctly, the Dragon Lady now requires you to depart on a same day sleeper in order to gain access to the Lounge. If this is now the policy of Amtrak in order to sell more $25 day passes, it is indeed troubling. If this is just the Dragon Lady’s policy in order to sell more $25 day passes, she needs to be reported to Amtrak.