Which first road bike?

Which is a better deal? Looking at a 2016 Trek Emonda S 5
(https://www.bicyclebluebook.com/value-guide/2016%20Trek%20Emonda%20S%205/?srsltid=AfmBOorOCiUkvw9lhttNnD0EgTR-ljjZcC0rb709RH3nB81_AbFcDfX2&utm_source=chatgpt.com)

Versus a 2008 specialized roubaix compact (https://www.bicyclebluebook.com/value-guide/2008%20Specialized%20Roubaix%20Comp%20Compact/?condition=GOOD)

Both I should be able to bargain down to $500, and are in similar used condition.
Both still have stock groupsets.