The desirability of the Bocanegra is questionable, so don't worry about that aspect.
I use Tracker (not GPS enabled as it isn't needed) on all our fleet and expect to have two vans stolen over the Christmas period each year loaded with goods. We have not failed to recover the vehicle and stock outside two hours in the eight years I have been dealing with it. Most times, the thieves are caught red handed too, a Brucie Bonus
Because we retain vehicles for four to five years, we buy Tracker Lifetime as it is cheaper than year to year subscription. On a fleet our size and with a premium of £214k, we do get a hefty reduction due to its proven success.
If your insurers do not insist on a tracker being fitted, don't bother with it unless you are particularly keen to recover the vehicle if it is stolen. These days, most are stolen with the key, look after it.
I can't comment on the usefulness of gap insurance because I buy my vehicles cash. Like any loan used to by a depreciating item, you take your chances.