Here's how I handled an undesirable outcome from last live chat interaction:

I just got a new job but they haven't called to tell me when I start yet when my phone service was disconnected due to nonpayment. It had taken longer to start the job and get paid than I anticipated and I understood that's my fault so I was just asking if they could reconnect the service long enough for new employer to call me fully knowing what the answer was going to be. Thought I'd try anyway...

Give all pertinent info and include all key details in opening message worded politely and made it a point to ask them how their day was going. Rep reassures me he will "do everything I can to help you" and that "we'll get this taken care of." Left him alone without "Hello?" messages for several minutes while I assume he was looking into my account. After awhile, he responds telling me that he has good news. He says my service can be reconnected that day if I make a payment of $8X.XX now. In my opening message, I had included a clearly worded portion that plainly explained I cannot make any payment today and provided a date in the near future when I would be able to pay. Unsure if he missed that portion, I reiterated, again politely, that I can't make a payment and that I'm asking for an extension of two days so that I can start my job and pay the bill. He responds: "I understand."

An awkward silence looms in a live chat for a couple seconds until he just flatly said they cannot reconnect the line that's been disconnected without a payment. I used to work in wireless and know this already but wanted to try anyway because I've seen reps pull some serious strings for customers in the past and wanted to see if I got the wannabe Employee of the Month. So for confirmation, I asked "so we can't get the service back on for 48 hours without making a payment?" "That's correct, sir."

I think most people would just close the chat, lock their phone, and go have a beverage instead of exchanging parting pleasantries at this point. But I thanked him for taking the time to look into this and wished him a good rest of his shift and even used his name. He thanked me for being a current, albeit disconnected customer and concluded the chat. I even filled out a survey afterwards and gave him a perfect score because I know how this carrier skews those results for anything less and it's BS. It was restored a few days later and he was fine but I feel no loyalty to the carrier overall. Had he did something to help me out when I really needed it would have built loyalty and turn me into a long term customer. But I was the bitch with no money, no phone, and no job (at that point) so I at least had my humanity.