Low balling for $100,000 off market value, possible?

[Amiris Brown]

If a house could go for $320,000 as is in market value how would someone go about contacting the absentee owner losing money as a rental with $50,000 worth of repairs, with an offer no higher than $220,000 but honestly hoping they'll settle for $160,000 to even $192,400? Will convincing them of a price at or under $200,000 even possible? What pitch should I sell them to pull this off?

P.S. I'm a newbie.