A couple of weeks ago Penelope and I went to a meeting in Milwaukee with a group of potential investors.  After the meeting, we went upstairs to grab a drink while the group discussed a few things. One of the guys came upstairs to shake our hands and say goodbye.  He said to Penelope, “You were great.  You remind me exactly of my 25-year-old daughter!”

Needless to say, I was doing everything I could to keep from bursting out in laughter, and Penelope had a look of shock on her face.  We later came to find out that the group thought Penelope and I were roughly the same age, and some even thought I was older than her!  (I’m actually 23 and she is 41.) 

While most women love to hear they look much younger than they are, it’s not necessarily a good thing when you’re trying to get people to invest in your start-up company. People seem to think that if you’re older you have a better chance of being successful.  I don’t think it’s true, but it’s something you have to deal with as a young professional.

Here are 3 ways to make people think you’re older than you actually are.

Dress up, but don’t blend in

When I gave my first speech I wore a blue collared shirt and black slacks.  The point was to dress up and look like the group of Human Resource professionals I was talking to.  It totally backfired.

First, I don’t really feel comfortable in slacks and a shirt, it’s not me.   And by trying to blend in with the rest of the group, it was obvious that I was much younger than they were.  My pants were a little baggier, my shirt was kind of flashy, and I had my patented 5 o’clock shadow.  Something was obviously off.

Since then I’ve come up with my own look.  I dress up, but I do it in my own way by wearing nice jeans, a button down shirt and a blazer.  I feel totally comfortable in this outfit and it lets people know that I’m comfortable standing out, while still dressing up.  Wear what makes you most comfortable and your confidence will be unmistakable.

Answer questions with confidence, even if you’re lying

Older business folks love to ask tough questions to see what kind of answer you’re going to give.  It’s kind of like an interview every time you meet with a new group.  So think of it like an interview and give an answer.

The actual answer you give, whether in front of a group or talking one on one, is much less important then how you say it.  Make something up if you have to. 

One of the most common questions I get is, “What’s your role in the company?”  The truth is that in a three-person company, everyone does everything, but that answer can only get you in trouble.  So one day I will say I manage finances and day to day operations and the next day I will say that I manage production.  Both answers are right, but I’m much better off giving one simple answer and saying it with confidence. 

Avoid “kid conversations” at all costs!

Unless you have children, it’s imperative that you avoid the conversation about children.  Older people love to talk about their children.  I know I will do the same when I have kids, but these conversations can only get you into trouble if you are young.  This was my downfall at IBM. 

Every time my co-workers at IBM brought up their kids’ little league tournament or basketball practice, all I could think to say was something like “my little league team almost won the state title.” Or “I used to hate basketball practice!”  I mean, I was playing little league ten years ago, so it makes sense that I remember it well.  But it always alienated me from the conversation.

The best thing you can do in a “kid conversation” is stay quiet, laugh and nod your head.  Your time will come; don’t try to join the kid conversation too early.

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