Okay, here is an updated timeline of Carmichael's whereabouts from 1964-1970. There are definitely some gaps we need to fill, but perhaps this will help us zero in on when and where he met UID:
Born in Atlanta, GA
Oct 1964: WI robbery. Listed as formerly of Boston, with local address of 207 Owen Road, Monona, WI. GC's sister was in the car when he and Amabile robbed the store. Was she visiting? Did she live/go to school there? His address is not far from the University of Wisconsin in Madison. He was 19 at the time.
Oct 1964-late 1965?? Don't know how long GC was in prison in Wisconsin, but his accomplice Amabile was out and working as a magazine salesman in southern CA by January 1966 at the latest, since this is when Amabile was involved in the hit on someone's wife.
1966-July 1968: ??? (Maybe he was in prison for part of this time? Could also be when he lived in Maine.)
July 1968 (or 1967?): GC and Brown rob a furniture store in Boston.
Oct 16, 1968: GC robs bank in Brockton, MA. When arrested, he gives his address as 506 E. 7th-St., South Boston, MA
Nov 7, 1968: Hartford/Manchester CT bank robbery (with Labbe, Lucille, etc.)
December 1968: GC and Brown apprehended in Reno, NV after escaping from jail in Plymouth, MA. Said to have committed 14 robberies that netted over a million dollars after their escape. Not sure when the escape from Plymouth occurred
1969: I think he was in prison in MA until October 1970, when he escaped en route to sentencing in CT for the Manchester robbery
Oct 5, 1970: escaped during transport from Walpole, MA to Hartford, CT. An article about their escape in the Lewiston (Maine) Times notes that they were well known to authorities in Lewiston and Auburn, used to live in the area, and had made threats to locals (supposedly Brown's wife was one of those threatened) in the past. This same article suggests that they were (incorrectly) believed to be headed down I-91 to New York after the escape. Car found abandoned in Hartford
Rest of timeline respectfully copied from Skigirl's post:
* 11/17-12/17/1970 -- UID makes phone calls from location in New Jersey, works inNew York?
* 12/22/1970 -- Carmichael & DeFreitas rob NJ bank of $60,000
* 12/28/1970 -- Carmichael shows up with UID in Ledyard
* 12/28-12/29/1970 -- Carmichael and UID stay with DeFietas and Rainello in Ledyard. UID expresses fear of getting caught/having her new identity questioned to Rainello.
* 12/30/1970 -- UID as Lorraine Stahl opens bank account
* 12/30/1970 -- UID and Carmichael (as Stahls) move into rental house in Noank.
* 12/29, 12/30, or 12/31 -- Donald Brant summoned from Rhode Island to discuss killing UID. Brandt and DeFrietas decide it's too risky to kill just the UID because of Carmichael's feelings for UID.
* 12/31/1970 -- Brandt kills UID, DeFreitas kills Carmichael
* 12/31/1970 -- James Gardner summoned to help bury Carmichael & UID
Either Jane Doe met Carmichael between October (when Carmichael escaped) and December (when she showed up with him in CT), or they knew each other somehow from before Carmichael was incarcerated.