Try after this season. Price is a goner, as is Zobrist and Loney(heavily back-loaded deal, likely meaning a trade will happen). And if no progress on a stadium is made by this season, Longoria is likely gone as well. And Cobb will likely be dealt after Price, as he hits arbitration after this season.
The franchise is basically all-in this season. Any failure will mean a huge fire sale after this season, if not sooner if they struggle. Sternberg's not going to continue to support the franchise if attendance doesn't improve, a new stadium doesn't get built, or the team struggles.
Rays payroll is at $76.7M this year. With 10 arb players next year and options on Zobrist and Escobar, the team would have been smarter to trade David Price during this offseason instead of holding onto him and risking future payroll flexibility if the attendance doesn't improve or a new stadium doesn't get planned.