Very interesting to hear about your experience with TI. I hope they have learn lessons and are better now with CC3200/3100. At least they offer free IDE option now.
ESP8266 is indeed very interesting for its price. Although no hardware encryption, its MCU could be good enough to post tweets. There are quite a few discussion threads with mixed outcomes about SSL. I found these most informative:
Have to keep an eye on the progress.
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