I need your help. I pitched a session for Podcamp Montreal 2009, and now I have speakers’ block. With only a few days ago, I’m really short on time to make a creative comeback. So if you have any suggestions, I’d really appreciated some feedback. Let me explain further…

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It’s a question that I’ve tweeted. Because aside from the obvious, Donald Draper is an stand-up ad-man. He is honest with his clients and always puts their needs first.

Now, imagine you have to choose between two clients to sign. Suppose there’s a conflict of interest. Let’s call them Eddy and Jack.

You met Eddy first, through a colleague, and then you met Jack, through another colleague. You pitched them both.

Eddy has a good product that isn’t that sexy, but he is really good people. Jack has a pretty sexy product, and it’s about to get even hotter.

Eddy has deadlines and timeframes. Jack is in less of a rush, and hasn’t settled on timeframes.

Eddy’s date comes and goes, and you don’t hear anything. Oh well… You stay in touch with Jack.

Then, at almost the same time, they both decided they want to sign, and they both even pick the same date and time to do so.

What would you do? What would Donald Draper do?