Here's an explanation (and also some spoilers) for what to do in The Sun Ain't Setting Yet. This will explain the outcomes of each of your choices. Sometimes, a boss needs to know the outcome of his crew.
Explosives
Cheaper Option
Will Alert Police
Will allow for a Loud and Fast Escape
Timelock Codes
More Expensive
Will Not Alert Police
Does not Allow a Loud and Fast Escape
Drills
Extra Cost
Allows you to Get Extra Loot
Puts Loud and Fast in Danger
The Enforcer
Kill Security Guards
Will Alert Police
AKs
Most Expensive Item
Will Win Fight vs. Police
Revolvers
Significantly Cheaper
May lose Fight vs. Police, Depends on Lookout
The Driver
Truck
Successful Escape if Loud and Fast or Quiet
Bikes
Successful Escape if Loud and Hard
The Hacker
MAC Address
Will Allow Closing of Shutters
The Lookout
Rifle
Will be Successful in Taking Down Initial Police
Will Fail if Crew has Revolvers
Machine Gun
Will be Successful in Taking Down Initial Police
Will Succeed if Crew has Revolvers and Smoke Grenades
Handgun
Will be a Failure in Taking Down Initial Police
Will Fail if Crew has Revolvers
Smoke Grenades
Will Help Crew in Fight vs. Police
That are your options if you're having difficulty with The Sun Ain't Setting Yet. Good luck Heisting!