How about these?
Solo: Grab one of the jets waiting at Sandy Shores, shoot the Titan before it flies off, shoot the DA's limo, land the plane, grab the briefcase, fly to Madrazo's, make an easy $15k.
Group: Everyone rushes to get into Fort Zancudo (triggering the jets to take off from SS, now controlled by enemy NPCs) - if they don't get massacred by hordes of NPC soldiers, they'll be stuck in the base while the DA escapes. Mission failed.
Hack and Dash
Solo: Hack the keypad, grab a vehicle, either evade the police or go into hiding near the subway maintenance works until you lose your wanted level. Once you're clear, it's a short drive to Lester's drop-off - just grab the other vehicle, lose your wanted stars (easier the second time), and repeat. $12k profit, no effort.
Group: First moron spends hours on the hacking, while the others turn the compound into a recreation of the Alamo - assuming enough of them don't get shot to pieces, watch as the idiots spend hours driving around, unable to lose the police choppers (and often with a 4- or 5-star wanted level, having wasted time shooting at all the cops), until one invariably gets blown up. Mission failed - again.