A rollout indicates the plays that clear the 10pt are very slightly weaker than making the 2pt. How might we arrive at that over the board? Brown has Too Many Points and too many anchors as well, so he is very likely to leave a shot next turn and a stronger home board will benefit Red if he chooses to hit. I think also that clearing the midpoint is likely to be more of a problem for Red than clearing the 10pt, so perhaps keeping the 10 as a landing point is a good idea.
it's often a good idea to deal with problems in order. Here the order is bring that back man round, clear the midpoint and then clear the 10pt and the 8pt in order.