ReyLo is gone after this season, regardless.
Point 2, he would take 4-6 weeks to ramp up to starting in the middle of the season. His arm just hasn't been conditioned for that type of activity over the last couple of years. Another team might sign him and reconvert him back to starting, but that would take an entire offseason to prepare for.
Point 3, any plan for Reynaldo should be aimed towards maximizing whatever remaining value he possesses as an UFA heading into this upcoming offseason...and building the future rotation of the White Sox around Cease and Kopech, at least for the next 2-3 seasons.