How about this?

The gladiator is supposed to grab a woman and hold a sword
or knife to her throat. She will cooperate, and some other 
VIP will demand to safeguard the hostage at any cost, i.e.
to let the gladiator get away. 

Doesn't sound like a very clever plan to me, even without
the double-cross. So there is a second stage to that plan.
At the right time, a team will overpower the guards at a 
gate, and fight their way towards the gladiator. After 
the linkup, all will flee together with the fake hostage.

Coordinating the three elements -- gladiator, hostage, 
rescue team -- requires another conspirator, someone who 
can move freely in the villa. There is a prearranged 
signal for the rescue team to come in, e.g. a smashed 
amphora and loud scolding of a hapless servant. This 
conspirator could be one of the PCs, let into the villa 
by group Ia.

The opposition could have a triple plan to make sure the 
gladiator gets caught and probably killed:

1) The supposed hostage carries a dagger or sword, and 
   will fight the gladiator who is already weakened from
   the arena fight. The coordinating player character 
   might detect the weapon. 
2) The VIP will shout "my daughter will die like a true 
   Roman, GET THAT B...". A double-cross of both the 
   gladiator and the hostage, who might at this point 
   turn sides. No real way to detect that beforehand,
   but there is no good way to preposition guards who 
   will act quickly on that order. How many of the young 
   nobles carry weapons and armor? 
3) There is an extra group of guards who are supposed 
   to cut the retreat, after the known gate guards have 
   been overpowered. If the PCs learn of this double-
   cross, they might try to trigger the quick reaction 
   force early and thus expose/confuse them. 

Group Ia is a sub-conspiracy of group I, so they might 
be reluctant to draw on their usual pool of mooks and 
extras -- too much risk of a triple-cross. So they are
shopping for plenty of hired help:

- The hostage and her dad or husband.
- The people for the gladiator switch.
- A handful of fighters. 

At the same time, the PCs are probably making their 
Streetwise rolls when it comes to the villa. So maybe 
they watch how some underworld figures seem interested 
in taking the job, only to be warned off by yet another
group -- conspiracy III, who want their people to be 
hired by conspiracy Ia. 

Then there is the cover story for the coordinating PC.
If he is there as a high-status servant and not as a 
guest, maybe the PC gets pressured by conspiracy III
or conspiracy IV to work for them, or to let somebody
into the villa. A quadruple-cross, and tangled enough 
to recognize some of the other conspirators by chance.

Regards,
Onno
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