Hi Faithfuldoubter.
Faithfuldoubter: "How do JW's reconcile true worship occuring between 607 BCE and 1914 CE with it being the Gentile Times? "
I'm not sure if you've been given the correct understanding of the Gentile Times. It has more to do with there being a King on Earth rather than "True worship". The Society teaches that this is the time period that there has been no king representing Jehovah on Earth. According the the Watchtower Society's calculations, 607 BCE is when the Israelites lost their king. 1914 CE is when they say Jesus was enthoned. The period in between is called "the Gentile Times". They calculate the 7 Time periods mentioned in Nebuchadnezzars Dream (Daniel 4) to be 2520 years and plug that in with a date they say Israel lost their king. Thats how they come up with 1914.
However, these dates do not hold up to scutiny. You will not find any historical reference to Jerusalem being overthrown in 607 BCE. There is multiple lines of Archeological evidence proving that this actually happened in 586 BCE . For more background into this issue and the 607 BCE date I recommend this ARTICLE.
The Watchtower Society still clings to these dates because they are part of a pivotal calculation they have used to predict Armageddon. To relinquish them would be too embarrassing and undermine their claim of Divine communication.
I recommend you actually read the account in the Bible at Daniel 4. There Nebuchadnezzar has a Dream that disturbs him. However, Daniel tells us what this dream actually means (Daniel 4:18). Notice that the fulfillment of this dream has to do with Nebuchadnezar himself. There's no mention of a hidden, second meaning is there? Notice too that Jesus and his Apostles never mention a double meaning or hidden teaching regarding this account.
Faithfuldoubter: "Has Jehovah REALLY always dealt with organizations? "
No. In fact for most of the Bible's history there is no "Earthly organization".
From Adam to Moses we find no organization in the Bible. (2500 years)
After Moses the Israelites were divided into 12 autonomous tribes that each presided over their own lands.
After Jesus we find no organization sanctioned on Earth. ( 2000years) Instead Jesus refers to a heavenly, spiritual organization. (see John 14:6, 1 Cor 11:3 and 1 Tim 2:5)
Faithfuldoubter: "If affirmative to #2, what organization would one seeking true worship turn to between 200CE - 1914CE?"
JW's will always have trouble answering this question. First we know their founder did not develop his beliefs from an existing organization. We also know there were never any Christian goups that share the same beliefs JW's hold today. JW's teach that there was always an organization that handed down teachings since the time of the Apostles, but when questioned on it they never come up with any examples. --Odd huh?
Faithfuldoubter: "Why was that organization, if existant not used at 1914 to reestablish true worship, instead of a wholy new entity being formed?"
It never existed. As you question indicates, you recognize this teaching is just a facade. JW's insist on this teaching because they now teach that belonging to an organization, specifically their organization is necessary to avoid being killed at Armageddon. It's a fear tactic. Initially the Watchtower Society did not teach organizational affiliation was vital. It was many years later due to control minded leaders within the organization that the current insistance on membership became a steadfast rule.
Amazingly, their founder, Charles Taze Russell preached adamantly against organizational membership. Here's just one of many examples:
The Watchtower 9/15/1895 ---- "Beware of "organization." It is wholly unnecessary The Bible rules will be the only rules you will need. Do not seek to bind others consciences, and do not permit others to bind yours. Believe and obey so far as you can understand God's Word today, and so continue growing in grace and knowledge and love day by day."
For more examples click HERE
I hope that answers your questions.
-FW