I recently used Craigslist to sell an old phone to a stranger, which is the exact sort of transaction Craigslist was made for (although much less hilarious than Missed Connections & far less sordid than Casual Encounters).
I sifted through the responses to my post & chose a buyer who seemed nice & normal & responsible, however one can determine such characteristics via email. He was willing to meet me midday near my office, in public, & I brought a coworker with me to be extra-safe.
As it turns out, said buyer was a friendly, slightly nerdy guy who couldn't have been older than 26 & who probably couldn't have taken me in a fight. He paid via PayPal, cracked jokes with my friend Alexa & me, thanked me profusely, made fun of me a little bit for including my Twitter handles in my email signature, & went on his merry way. Generally, the whole thing was an easy, hassle-free experience.
He texted a couple days later to politely suggest that the next time I sell a phone, I first wipe it clean. Cue embarrassment. First of all, who doesn't clear a phone of their personal data before selling it to a Craigslist stranger? Second of all, I thought I had! Apparently technology is not my strong suit. And finally, that cringe-inducing, panicky thought: "What the hell did I have saved on that phone?" Luckily, I'm not one for nude photos or otherwise incriminating data, so I wasn't too worried. I changed my passwords, & my Good Samaritan buyer assured me he'd deleted everything. Lesson learned for next time.
Fast-forward a few months.
A few days ago, I spent some time Googling how to get to Savannah, GA, for an August vacation. I mapped all sorts of configurations, ultimately deciding to go with Amtrak (yes, I'm literally taking a midnight train to Georgia, but that's a story for another day). Two days after my trip-planning, I got a text message from a number I didn't recognize... until I scrolled through our past text chain & realized it was the guy who bought my phone.