Major Blunders to Avoid When Pitching to Influencers



Having been to SXSW numerous times before, I was delighted to have had the opportunity to attend again last year — this time, with a company of my own. Having my own venture to promote made me feel excited yet strangely vulnerable. Amidst all the meetings, on-camera interviews and speaking I did, I found myself keenly aware of certain individuals I should talk to and connect with — folks who could have been very powerful catalysts for my company.
I had never thought twice about how I approached people I wanted or needed to meet. So I decided — since I have the good fortune of knowing awesome and experienced tech figures — to ask for feedback on what not to do when pitching your company, thought or idea. In the process, I gleaned some very useful and surprising anecdotes that I hope will help other young entrepreneurs as they navigate upcoming tech conferences.
Do Not Throw Yourself at Strangers
Coming from the entertainment world as an actress, not everyone receives my newfound coder-techiness and myself with the warmth I desire. Indeed, to some, it is a baffling combo — the actress-turned-tech-girl thing — even though I now run a software company, Klickly, which I architected, and have all but left the big screen behind me. So, during the conference, one of my well-respected friends went around SXSW introducing me as the “Queen of Silicon Beach,” which — while it rang vaguely reminiscent of silicone beach (LA has one of those, too!) — at least provided a pre-vetted stamp of approval and usually elicits curiosity to know more.
Takeaway: Ask a mentor in the space to introduce you to someone you need to know. If you cannot find anyone to vouch for you, consider what else you might be doing wrong.
Do Not Start a Filibuster
I ran into a former LA tech guru, Sean Percival of 500 Startups, at a classy, late-night tech function on a rooftop in downtown Austin. I asked for his sage advice and his response was, “It is important to understand some investors get a lot of pitches at events. So the best thing you can do is respect their time and keep your pitch brief.”
Like the concept of having only 30 seconds to talk with the proverbial VC in the “elevator pitch scenario,” this is a good rule of thumb. In fact, given the height of the building we were on, and the length of the elevator ride, I figured Sean might have even encountered this scenario en route to the party.
Takeaway: Get to the point quickly and ask to follow up via email with more information and your investor presentation.
Do Not Pitch During a Rave
Lo Toney, partner at Comcast Ventures, had what might seem like obvious advice, but not everyone follows it. The end of the night — just when investors may think they are safe to enjoy a great party, music and dancing — is one of the worst times to be approached regarding work. Not only are investors not in a work-related frame of mind, but also it is just logistically hard to hear. Lo told me, “The worst pitch that I got was when an entrepreneur wanted to pitch me during a party. It was after 10 p.m., he had clearly had a few adult beverages, and he insisted on pitching me even with the music blasting.”
Takeaway: Telling VIPs info they might not want to hear, in a place they physically cannot hear you, is just bad news.
Do Not Cyber Stalk
This tip was shared by serial entrepreneur Matt Galligan. As we strolled down Rainey St. in Austin, he uttered this gem: “Just because someone [you want to meet] tweets their breakfast tacos, Instagrams their drink or checks in on Swarm, their check-ins do not mean it is an invitation to find (OK, stalk) them.” This took me by surprise. Did fellow founders actively stalk VIPs by tracking them on social media? Apparently, yes.
Takeaway: Matt says instead of stalking VIPs with whom you want to meet, “consider posting a comment [in their feed] or sending a reply to see if it is cool if you drop in and say hi.”
Do Not Probe for Info
The wonderful tech founder Ann Greenberg enlightened me on a pet peeve of hers. I will admit, it made me quake in my boots because I think I have done this. To her. “An immediate turnoff for me is when a founder asks to ‘pick my brain.’ It says to me that you do not respect my time, and worse, that your ideas are not yet gelled or original. Not a great way to pitch!”
Takeaway: Instead of asking a founder or investor to “pick their brain” and come up with ideas for you, have a concise set of “asks” or “questions” you can intelligently ply.
Bonus: Do Not Wear an Elf Costume
My friend McKenna Walsh, partner emeritus of DreamVentures, likens getting an investment to getting married: “You are trying to find a potential partner. Anything that you would not do on a first date, do not do it when pitching a VC.”
Apparently, this lesson became especially pertinent when a startup CEO, who was fundraising, decided he simply had to pitch her. At 3 a.m. Dressed as an elf. It was not the suspenders, thigh-highs or speedo that were the deal breaker, though. It was his state of inebriation. Needless to say, if it were a first date, this elf’s lucky charms would not be getting him a second.
Takeaway: Play the long game and avoid too much drinking. Chances are, in a quick meeting you cannot convince anyone to fund you, but you can certainly convince them to not fund you.
While these tips seem pretty basic, based on my conversations at SXSW, they need to be learned. Form a real relationship, an authentic connection. Be respectful and polite. And remember: you are approaching a stranger and asking them for money or advice. Get the follow-up meeting and move on.




The Young Entrepreneur Council (YEC) is an invite-only organization comprised of the world’s most promising young entrepreneurs. In partnership with Citi, YEC recently launched BusinessCollective, a free virtual mentorship program that helps millions of entrepreneurs start and grow businesses.

Image credit: CC Martin Hassman

About the author: Cooper Harris

Cooper Harris is the CEO & Founder of Klickly, a pro-social donations software platform, based in Santa Monica.

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