Roskopf still could rank around top 100 internationally. I've seen an ICC coach with 2700 rating gave a 2300+ player 8 pts and still won. I doubt if Dan can get through his consistent defense. Of course we could be wrong if didn't count the factor that Roskopf being nice .
For any tie breaker, I predict:
edged point to Dan = 1
netted point to Dan = 1
Clear winners by Dan = 2
Simple rally miss by Rossi = 3
missed serve by Rossi = 0
Rossi aced serves = 3
Rossi injury forcing match abandonment - no chance