I've had the same problem sharing my itinerary with others, most recently with my flight last month (Jan. 2017) and with my booked upcoming flight (Feb. 2017). I asked the "letting others know" persons to check their emails and junk emails but they got nothing. Then I tried to go back into my Southwest account to see if there was a way to redo and/or add more "letting others know emails" and evidently there isn't. I suppose you just have to forward your own email confirmation instead.
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