[default]
include => local

[local]
include => User1
include => User2

[User1]
exten => 555,1,Dial(SIP/555,20)

; NOT working
exten => t,1,Goto(User1-menu,s,1)

; Working
; exten => 555,2,Goto(User1-menu,s,1)

[User1-menu]
exten => s,1,DigitTimeout(3)
exten => s,2,ResponseTimeout(3)
exten => s,3,Background(shared/no_answer_press_1_for_main_menu)
exten => 1,1,Goto(main-menu,s,1)
exten => t,1,Goto(User1,555,1)

[User2]
exten => 666,1,Dial(SIP/666,20)

; NOT working
exten => t,1,Goto(User2-menu,s,1)

; Working
; exten => 666,2,Goto(User2-menu,s,1)

[User2-menu]
exten => s,1,DigitTimeout(3)
exten => s,2,ResponseTimeout(3)
exten => s,3,Background(shared/no_answer_press_1_for_main_menu)
exten => 1,1,Goto(main-menu,s,1)
exten => t,1,Goto(User2,666,1)

; CONCLUSION?
;
; When I call 666 and it's busy or not picking up - I get the context for 555 !!!
; Apparently the line under "Working" makes things work nicely --
; -- but that's not really "in the spirit of Asterisk" imho?