I had the hardest time for about a month trying to keep a pipe lit throughout the entire bowl. Relighting over, and over, and over. First I thought it was a moisture issue, I needed to dry out the tobacco more. Wrong. Then I thought it was a packing issue, I was packing the bowl too tight. Wrong again.
Finally, I stumbled on the one technique that made moisture and packing seemingly unimportant, and that technique is draw speed.
To keep a pipe lit means drawing air slowly through the pipe. The slower the better.
My first instinct when smoking a pipe was to take a quick, short draw, pulling air through the pipe at a relatively fast speed to fan the flame. In reality, this just extinguishes the burning tobacco. The slow draw will pull heat down through the underlying tobacco, warming it up for burning and drying out.
And here is a photo of my current pipe tool:
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This is what we are talkind about when we say SIP the smoke.