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So I would preface this by saying that I've never really been in this situation in the business world (actually, I sort of do now that I think about) but I have with personal relationships two or three times.

It is ALWAYS better to ask in person, if he has the time. Asking in person tells him that a) You are willing to humble yourself, b) You genuinely want a second chance, c) You respect this guy and his company enough to do this all in person. Barring him saying that it would be a burden, due to lack of time, to meet with you, go meet with him in person.

It sounds like you didn't burn any bridges which is huge. I'd get advice from others on how to frame it but I think saying that, when you got the offer, you were too proud to accept less than what you were currently making. Then say that you realized that, you would love a second chance because you think that you can bring a lot to the table (talk about what specifically) and you think that you are now an even better fit because of (whatever you think makes you a fit for the company).

Leave off the "worst time of my life" part. One of the situations where I went to someone and asked them for something/forgiveness was at my worst moment but that can't be an excuse for behavior. You just have to own it and learn from it.

 

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