I would be willing to give Jackson pretty big money over a long-term stretch. Not sure 5 years/$60 million is required, since everyone is laughing at that request.
A lucrative 4-year deal with heavy incentives (possibly a vesting fifth year?) could get the job done, though.
He's a good pitcher. Solid No. 2/No. 3. Very similar to John Danks in terms of results, and Danks got a similar deal.
"You gotta love livin', cause dying is a pain in the ass."