Besides trading torres & jimenez the cubs prospects were promoted and are on the team so I wouldn't say they gutted the system. Theo definitely over payed for quintana he's really an overrated 3/4 starter and he gave up torres for a rental which burns my soul to this day but they won the world series
Canderlario was a AAAA player on the cubs the rest of the prospects were garbage or in low a. Cubs have too many young players on the team already with bryant,baez,russell,contreras,almora,happ,schwarber which is the point of the farm.
If he's willing to negotiate a new deal(which he won't) I'd do it in a heart beat if not
Russell is

offensively.Defensively he's top notch and that baez russell middle infield combo is

plus the cubs can just sign him next winter you act like they haven't already won a world series without machado