What an interesting group of mares. In my analysis, I have looked at stallions under $10K, the economy being what it is, and for these mares they are the best priced horses I could find for breed to race. These recommendations are all given without consideration to the conformation matchup, so I recommend that the stallions be inspected prior to booking to see if they are good physical matches for these mares.
FLIRTY RED BIRD
In analyzing the 22 GSW's produced by Silver Hawk (20) or Hawkster (2) mares, there is an overwhelming presence of Northern Dancer in the sires. There are also strains of Mr. Prospector in a number too large to ignore. In the PROVEN sire category, I like NORTHERN AFLEET at $7500 (there might be an auction season that could be had for less). In the UNPROVEN sire category, there is POWERSCOURT, for $7500 also. In this case, though, this is an unproven mare.
SWEET ON BERTIE
In looking at this particular mare's family, it seems the breeder might want to try to pull forward some of the influences that made her dam such a good racehorse, or worked well with her family. In the PROVEN sire category, I like Out of Place at $5,000, producing 3x5 Damascus sex balanced. I also very much like this mare with SEATTLE FITZ (ARG) at $8500, because of the influence of Never Bend AND Bold Ruler, strong sources of Nasrullah, in his dam. He throws heavy bone on his foals. His first crop have all just turned three years old a few days ago, so I consider him an UNPROVEN sire. In this mare's case, I would look closely at conformation, because I would vote for the unproven horse from a pedigree standpoint.
WE LIKE GREEN
What a nice third dam this mare has. It seems that the 4x4 Northern Dancer through sons, tried with this mare, was not the trigger that was hoped, so I would look elsewhere. In the good stakes horses out of her third dam there is also Turn To and Native Royalty. For this mare, in the PROVEN sire category, I like DEVIL HIS DUE, at $5,000. In the UNPROVEN sire category, I really like EVEN THE SCORE, at $6500. The inbreeding here to Mr. Prospector is so far back as to be more effective, and the other influences in this cross, like the 5x5 Le Fabuleux, make it worth trying.
TERAMASLEW
I love this mare for Rocking Trick, and if your friend were to allow me to work as his agent to book his mares, I would work him a lovely deal on the cross. If not,

here are other recommendations.
This mare seems to have the need for speed. And this is one of the relatively few cases I would seek out Storm Cat in the sire. In the (somewhat) PROVEN sire category, I like YANKEE GENTLEMAN at $6500. This was a fast horse.. and in the UNPROVEN category, besides Rocking Trick, WOKE UP DREAMIN might be worth a look, at $5,000.
There is much more thought and analysis I have given to this than I can economically describe in a post. Feel free to have your friend contact me if he would like more details.