I looked in my files and didn't find anything exactly analogous to Phil's position, but here are a few somewhat related positions where Blue has to decide whether to hold the prime and dump checkers or just clear from the rear.
  White is Player 2
score: 0 pip: 99  Unlimited Game  pip: 87 score: 0
Blue is Player 1  
XGID=bCCEBBabccbb:1:1:1:31:0:0:0:0:10 
Blue to play 31 
1.  Rollout^{1}  6/2  eq: +0.617 
 Player: Opponent:  82.37% (G:2.71% B:0.03%) 17.63% (G:0.19% B:0.00%)  Conf.: ± 0.004 (+0.612...+0.621)  [100.0%] Duration: 2 minutes 34 seconds 

2.  Rollout^{1}  6/5 4/1  eq: +0.588 (0.029) 
 Player: Opponent:  81.23% (G:2.56% B:0.03%) 18.77% (G:0.23% B:0.00%)  Conf.: ± 0.004 (+0.584...+0.592)  [0.0%] Duration: 2 minutes 11 seconds 

3.  Rollout^{1}  8/7 8/5  eq: +0.559 (0.058) 
 Player: Opponent:  80.22% (G:1.92% B:0.02%) 19.78% (G:0.09% B:0.00%)  Conf.: ± 0.004 (+0.555...+0.563)  [0.0%] Duration: 2 minutes 13 seconds 


^{1} 1296 Games rolled with Variance Reduction. Dice Seed: 271828 Moves: 3ply, cube decisions: XG Roller

eXtreme Gammon Version: 2.10
  White is Player 2
score: 0 pip: 96  Unlimited Game  pip: 76 score: 0
Blue is Player 1  
XGID=AbBCCBBBcbcbab:1:1:1:41:0:0:0:0:10 
Blue to play 41 
1.  XG Roller++  7/6 7/3  eq: +0.784 
 Player: Opponent:  88.06% (G:6.03% B:0.10%) 11.94% (G:0.41% B:0.01%)  

2.  XG Roller++  8/7 8/4  eq: +0.711 (0.073) 
 Player: Opponent:  85.39% (G:4.66% B:0.06%) 14.61% (G:0.46% B:0.01%)  

3.  XG Roller++  5/1 4/3  eq: +0.710 (0.075) 
 Player: Opponent:  85.45% (G:5.02% B:0.07%) 14.55% (G:0.96% B:0.02%)  

eXtreme Gammon Version: 2.10
  White is Player 2
score: 0 pip: 97  Unlimited Game  pip: 103 score: 0
Blue is Player 1  
XGID=bBBCBCBAbabcbba:1:1:1:44:0:0:0:0:10 
Blue to play 44 
1.  XG Roller++  11/7 9/5 9/1  eq: +0.539 
 Player: Opponent:  78.93% (G:3.43% B:0.05%) 21.07% (G:0.34% B:0.00%)  

2.  XG Roller++  11/7 9/5(2) 8/4  eq: +0.530 (0.009) 
 Player: Opponent:  78.52% (G:3.32% B:0.05%) 21.48% (G:0.36% B:0.00%)  

3.  XG Roller++  9/5 9/1 8/4  eq: +0.518 (0.021) 
 Player: Opponent:  77.54% (G:4.70% B:0.16%) 22.46% (G:0.67% B:0.01%)  

4.  XG Roller++  9/1(2)  eq: +0.514 (0.025) 
 Player: Opponent:  77.37% (G:4.84% B:0.15%) 22.63% (G:0.73% B:0.01%)  

5.  XG Roller++  11/7 9/5(2) 6/2  eq: +0.513 (0.026) 
 Player: Opponent:  77.92% (G:3.18% B:0.05%) 22.08% (G:0.44% B:0.01%)  

6.  XG Roller++  9/5(2) 8/4 6/2  eq: +0.485 (0.054) 
 Player: Opponent:  76.14% (G:5.09% B:0.18%) 23.86% (G:1.37% B:0.03%)  

7.  XG Roller++  11/7 8/4(3)  eq: +0.471 (0.068) 
 Player: Opponent:  76.09% (G:3.00% B:0.05%) 23.91% (G:0.62% B:0.01%)  

8.  XG Roller++  9/5 9/1 6/2  eq: +0.465 (0.074) 
 Player: Opponent:  75.52% (G:4.89% B:0.15%) 24.48% (G:1.22% B:0.03%)  

eXtreme Gammon Version: 2.10