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In Chapter 10 of Dickens's Great Expectations, Pip goes to the pub to find Joe, as told by his sister. When he enters the pub, Joe and Mr. Wopsle are sitting at a table next to a mysterious man:

He was a secret-looking man whom I had never seen before. His head was all on one side, and one of his eyes was half shut up, as if he were taking aim at something with an invisible gun. He had a pipe in his mouth, and he took it out, and, after slowly blowing all his smoke away and looking hard at me all the time, nodded.

Pip would have immediately recognised him if it was Magwitch, considering the trauma he caused him, so it probably isn't. Is it Compeyson? If it is we don't get the tell-tale detail of the large scar across his face that defines his appearance in the rest of the novel.

The man then indicates for Pip to sit next to him and Pip declines. Then he proceeds to 'grill' Joe about who Pip is after he hears his name:

The stranger looked at me again - still cocking his eye, as if he were expressly taking aim at me with his invisible gun - and said, "He's a likely young parcel of bones that. What is it you call him?"

"Pip," said Joe.

"Christened Pip?"

"No, not christened Pip."

"Surname Pip?"

"No," said Joe, "it's a kind of family name what he gave himself when a infant, and is called by."

"Son of yours?"

"Well," said Joe, meditatively - not, of course, that it could be in anywise necessary to consider about it, but because it was the way at the Jolly Bargemen to seem to consider deeply about everything that was discussed over pipes; "well - no. No, he ain't."

"Nevvy?" said the strange man.

"Well," said Joe, with the same appearance of profound cogitation, "he is not - no, not to deceive you, he is not - my nevvy."

"What the Blue Blazes is he?" asked the stranger. Which appeared to me to be an inquiry of unnecessary strength.

If it is Magwitch, he would not need to ask all of these questions since he had met Pip and knew his name as well as meeting Joe when he was captured in the marshes as a runaway convict, so I don't think it is him.

The man also mentions this at the pub, when he is told Mr. Wopsle is the church clerk:

"Aha!" said the stranger, quickly, and cocking his eye at me. "The lonely church, right out on the marshes, with graves round it!"

This detail supports that perhaps it was Magwitch, since he first appears and meets Pip there, but Compeyson was also loose on the marsh near the church as he was recaptured whilst fighting Magwitch.

Finally, the man begins to stir his rum and water with the file that Pip had given Magwitch to break his shackles at the very beginning of the novel:

He stirred his rum-and-water pointedly at me, and he tasted his rum-and-water pointedly at me. And he stirred it and he tasted it: not with a spoon that was brought to him, but with a file.

He did this so that nobody but I saw the file; and when he had done it he wiped the file and put it in a breast-pocket. I knew it to be Joe's file, and I knew that he knew my convict, the moment I saw the instrument. I sat gazing at him, spell-bound.

It's strange that he was asking Pip's name just a few minutes ago but is now showing him the file, a very pointed symbol of Pip's frightening encounter with Magwitch in the first chapter. Maybe he was making sure it was Pip and not another boy? (this possible unsureness and need for clarification suggests is is not Magwitch)

Since he only let Pip see on purpose, he must either be one of the convicts or a messenger from the convicts. Either way this is a dramatic device used by Dickens to foreshadow the reappearance of Magwitch in Chapter 39 (when he reveals himself as Pip's mysterious benefactor, because he just before he leaves the pub he gives Pip some coins wrapped in two one-pound notes, which symbolises Pip's imminent unexpected inheritance) but is it actually one of the convicts? We know that Magwitch was eventually deported to Australia somewhere between Chapter 5 (when he is arrested in the marsh just after Christmas dinner) and Chapter 39. It is not stated when he does leave the country, but surely after his arrest to the prison ship he would not have been able to be at the pub, which is another consideration that seems to suggest that it cannot be him.

Is there any evidence in the book (or comments by Dickens) that points to who this man is?

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The stranger is an associate of Magwitch.

I have no particular evidence to support this, beyond commonly accepted interpretations of the text, which are based on a series of circumstancial observations.

First, the stranger has Magwitch's file. Pip is certain that it is the same file and the stranger shows it to Pip in a semi-secretive manner, using it to stir his drink, demonstrating this information is to be kept from the others. This suggests the stranger - like Magwitch - may also be in trouble with the law. Therefore we know that the stranger is associated in some way with Magwitch.

Second is what the stranger gives to Pip: a shilling wrapped in paper which later turns out to be two pound-notes. This is a fairly substantial sum of money at the time the book was set, equivalent to about £180 today. Certainly more than a lad like Pip would likely have. From this we infer that the money is supposed to be seen as a reward from Magwitch to Pip to aid in his rescue.

In the absence of any additional information, and the presumption that Dickens put it in there for a reason, the only conclusion we can reach is that this is some friend or associate of Magwitch from the criminal underworld.

What, then, is the reason for this slightly confusing scene? It serves two purposes.

The first is a foreshadow of the plot to come. It demonstrates that Magwitch now has means enough to spare a fair sum of money to Pip and that he is a generous man who feels deep gratitude for Pip's aid.

The second is to highlight what Pip has learned about the British class system and how that system corrupts people. As an innocent boy, Pip saw only a man in trouble and desired to help. Now he is older and wiser, he has learned to see convicts as dangerous rather than desparate and he fears them. He has nightmares about the file. Or perhaps what he fears is more the effect that associating with them might have on his newly-revealed chances of rising through the class system.

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    Great answer, thank you. It is a very strange and ambiguous episode so I myself couldn’t find much evidence; you did a good job. – Fabjaja Dec 6 '17 at 11:00
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    @Fabjaja thanks, glad you found it useful. I agree in retrospect, it does seem an unnecessarily confusing episode. – Matt Thrower Dec 6 '17 at 11:04
  • Pip feared convicts as a child '“Oh! Don’t cut my throat, sir,” I pleaded in terror. “Pray don’t do it, sir.”', His first description of Magwitch is 'A fearful man' – Spagirl Jun 8 at 12:06
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Is there any evidence in the book (or comments by Dickens) that points to who this man is?

Aside from the fact which B.W. pointed out in the text you quoted

I knew that he knew my convict

the text is absolutely explicit in Chapter 28 that the man who stirs his drink with the file, and gives Pip the two one-pound notes is (at that time) a discharged convict, who is passing them on from Magwitch. There is no requirement to extrapolate it from anyone's actions, or rely on circumstantial observations.

In Ch 28, Pip is riding on the coach back to his home in answer to Miss Havisham's request that he visit Estella. Also being carried on the coach are two convicts bound for the Hulks. Pip recognises one of them:

but I knew his half-closed eye at one glance. There stood the man whom I had seen on the settle at the Three Jolly Bargemen on a Saturday night, and who had brought me down with his invisible gun!

Pip is seated by the convicts on the coach, but dozes off wondering if he should repay the two pounds to the convict, having never been sure they were intended to be given:

I dozed off, myself, in considering the question whether I ought to restore a couple of pounds sterling to this creature before losing sight of him, and how it could best be done.

When he wakes he hears the two convicts discussing that very incident:

The very first words I heard them interchange as I became conscious, were the words of my own thought, “Two One Pound notes.”

“How did he get ’em?” said the convict I had never seen.

“How should I know?” returned the other. “He had ’em stowed away somehows. Giv him by friends, I expect.”

“I wish,” said the other, with a bitter curse upon the cold, “that I had ’em here.”

“Two one pound notes, or friends?”

“Two one pound notes. I’d sell all the friends I ever had for one, and think it a blessed good bargain. Well? So he says—?”

“So he says,” resumed the convict I had recognised,—“it was all said and done in half a minute, behind a pile of timber in the Dock-yard,—‘You’re a-going to be discharged?’ Yes, I was. Would I find out that boy that had fed him and kep his secret, and give him them two one pound notes? Yes, I would. And I did.”

“More fool you,” growled the other. “I’d have spent ’em on a Man, in wittles and drink. He must have been a green one. Mean to say he knowed nothing of you?”

“Not a ha’porth. Different gangs and different ships. He was tried again for prison breaking, and got made a Lifer.”

“And was that—Honour!—the only time you worked out, in this part of the country?”

“The only time.”

“What might have been your opinion of the place?”

“A most beastly place. Mudbank, mist, swamp, and work; work, swamp, mist, and mudbank.”

They both execrated the place in very strong language, and gradually growled themselves out, and had nothing left to say.

The function of this reintroduction of the man from the Three Jolly Bargemen is to give the reader a big old hint that is isn't Miss Havisham who has bestowed Expectations on Pip. We learn that Magwitch feels either gratitude or indebtedness to Pip and thus clearly does not hold him culpable for his recapture. Also, the convict questioned Joe closely as to Pip's name, echoing exactly the information Magwitch had, and calling to our mind the stipulation of the 'Expectation' that he always bear the name of 'Pip'. It is also the means by which Dickens gives us an update on Magwitch's fate.

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The question itself is a fascinating observation, but the questions answers itself.

When Pip sees the file carried by the mysterious man, Pip as the narrator states:

"...and I knew that he knew my convict..."`

"my convict" is Pip's description of Magwitch, so clearly from the context of the quoted passage itself, Dickens shows alert readers that the man in question is an associate of Magwitch.

In the quoted passage, Dickens also skillfully shows that Pip is being spied on, but it is not shown yet what cause the miscreants have for their activities.

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