For the life of me I cya understand how we gone from Playing Teams Like Argentina, China, Mexico and Uruguay under Tim Kee's Administration to now playing Barbados and Grenada under DJW. Even worse, this is during an all important WC qualification.... 
Let's look at it another way..The next FIFA intl break is june 5th to 13th, means
Trinidad & Tobago Squad becomes
Goalkeepers:
Jan-Michael Williams (Central FC), Marvin Phillip (Morvant Caledonia United), Glenroy Samuel (Ma Pau Stars).
Defenders:
Radanfah Abu Bakr (FK Sūduva Marijampolė—LTU), Aubrey David (PS Kemi Kings—FIN), Curtis Gonzales (Defence Force),
Sheldon Bateau (Krylia Sovetov Samara—RUS), Daneil Cyrus (W Connection),
Mekeil Williams (Colorado Rapids—USA), Tristan Hodge (W Connection), Carlos Edwards (Ma Pau Stars), Alvin Jones (W Connection).
Midfielders:
Andre Boucaud (Dagenham & Redbridge—ENG), Joevin Jones (Seattle Sounders FC—USA), Nathan Lewis (San Juan Jabloteh),
Khaleem Hyland (KVC Westerlo—BEL), Kevan George (Jacksonville Armada—USA), Hughtun Hector (W Connection), Hashim Arcia (Defence Force),
Kevin Molino (Minnesota United FC—USA), Leston Paul (Central FC),
Levi Garcia (AZ Alkmaar—NED).
Forwards:
Cordell Cato (San Jose Earthquakes—USA), Kenwyne Jones (Atlanta United—USA), Willis Plaza (East Bengal FC—IND), Jamille Boatswain (Defence Force).
+ any National team trialist
So you really want to play C teams from Argentina, China, Mexico and Uruguay and the like with the guys possibly available and expect it to be really helpful ? oor do a "make work project" and take the opportunity to cement/develop the current selectees and a few possible candidates to physically and mentally practice the system you will attempt to establish during the limited time, you will have all of the team together against an opposition that will give them the time and chance to first do it slowly and then hopefully later at a faster pace, peaking when it matters most. I think the latter is the purpose. If you choose opposition where they do not have time or opportunity to learn and execute, then it would be best we avoid any games at all. You can't take all elementary or all High school kids and teach them high-ed University programs. Providing we agree our ProLeague players are operating in an elemetary setting. Yes, there is talent, yes, there is potential, but prerequisites must be covered and at many cases mastered, before the final exams. No player left behind, sort of. Yet, one or two will still fail, the manager job is without any major stress, try to prepare the guys he will eventually select and then from those actually take a guess as to which would most likely succeed. However, it's still a team sport, thus he also have to determine the correct chemical combination to ensure success. So he needs to do these little test, rather than no test at all. My thoughts anyway.
add: in the long run, he and those selected still might get it wrong, but at least they would have tried all available processes.