Age is less of an issue with most firms as it is with your specific background. While "initiative" is highly valued, "entrepreneurship" by itself is less so. Why? 1. Entrepreneurs are used to humming their own tune (that's why you chose the entrepreneurial route, after all!!!). Can you really change 180-deg and take direction/coaching from someone else, perhaps younger than they are? Assuming you're coming in as Associate, we're talking about 3-5 years of being someone else's "deck-boy" (Powerpoint presentations are referred to as "decks") or "spreadsheet-jock". The glamour doesn't really begin until you pay your dues and reach the Principal or EM level...which is 5-8 years away for most folks. 2. Almost all MC clients are FTSE/Fortune 1000 or equivalent. These are, for the most part, massive companies...very different from running your own shop for 7 years. Can you adjust to the daily politics and the bullshit? I'm not saying you won't make it...I'm just saying you have an uphill climb to convince a recruiter otherwise.