I won a dinner with Om Malik! All I had to do was guess when he would write his 5000th blog entry….. that was easy! 
Thanks Om and I hope to meet up with you next time I am in or around San Francisco.
From his blog:
Number 5000, finally
Thank You. The readers and the community got me here, now I hope I have the energy to continue. But one more time – thank you all! Meanwhile, Sumit Chachra has won the “March to 5000 post†contest. His guess was closest to the actual posting time. He guessed September 12. Sumit, send me your details – dinner is ready!