Essentials of a Great Investor Pitch

Public Speaking & Presentation Masterclass VII (Maximus)


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This blog, a companion of Keys To A Successful Startup (iQ2), caps off Part 1 of Essentials of Great Public Speaking and Presentation Delivery.

It's called Maximus because whether you're an entrepreneur or average Joe or Jane determined to take Effective Communication to the highest level and advance your career, you CAN excel, if you master ALL 4 rules taught by Jason Calacanis. In addition of course to the preceding 6 masterclasses. Also recommended: 9 Public-Speaking Lessons From The World's Greatest TED Talks.

As Albert Einstein said: “Only one who devotes himself to a cause with his whole strength and soul can be a true master. For this reason mastery demands all of a person.”

The overarching goal here is not to turn the reader into a one dimensional Presentation or Public Speaking guru. Rather, one highly adept at using Advanced Communication Skills for positive impact anytime; anywhere. Plus we know there's countless, easily googleable online resource for crafting and delivering the best presentation and public speaking performances. However, if after exhausting Part I, II, III, IV, VVI and this blog you still want more, head over to my MicroBlog, engage, search my feed, and/or follow Presentation/Public Speaking experts who follow me. All images hyperlinked with additional material.

Dangerous pitching myths abound. And yet pitching done right is flawless influencing. Followed by decisive impact. And the keys include great albeit balanced enthusiasm, a great product or killer idea, and superb sense of urgency.

The more seamless and subtle the delivery, the better. Or as Ben Schippers put it: “Pitching is like dating. Being confident is key, but it also is your Achilles’ heel...if you try too hard, you’re going home empty-handed.”

Guy Kawasaki, with whom I don't always agree, rightly says: “Pitching isn’t only for raising money—it’s for reaching agreement, and agreement can yield many good outcomes including sales, partnerships, and new hires.”

Moreover pitching, highly persuasive presentation or influential public speaking experience that wows, closes, worked for me, and I've seen work for others, is almost always based on 3 key assumptions and elements. All reinforced by both Tim Ferriss (further below) and Mitch Joel with Peter Coughter previously in Art of The Pitch, on which this blog is based:

They don't have time. Not even for 10 slides. So, assume otherwise, at your own peril.The above infographic is well-meaning, but dangerously misleading. Take #2, for example. If you misread and miscalculate precisely how high the stakes are, or the tolerance level of stakeholders or whomever you're pitching.

You're not there to be funny. Unless you are the keynote speaker, or at a public speaking event that needs you more than you need them. Then, it makes sense to take liberties.

Otherwise, without being robotic, your first priority is to SHOW, connect and/but, respect their time. Likability does tend to take care of itself if you're an effective communicator, have a great product that sells itself with little to no help, and/or, you already have a track record.

In my worst pitch to date involving a panel of hungry investors and stakeholders who literally ran towards our hotel's restaurant in fear it was about to close, I was mercilessly rushed.

It was chaotic. Panelists were not completing their own questions and sentences as they interrupted me, and each other. I was there to pitch my “unfair advantage” but we never got that far.

And, no. It didn't matter that they'd been sitting through other — I'm told — horrible pitches all morning. That, although I was scheduled at 10AM, I was finally called in after 2:30PM. What mattered, and matters, in retrospect, is:I unnecessarily lost control of the presentation because I assumed for an organization seeking solutions they trusted I had, they had time. Not for 10, but my 5 slides. They didn't. Double click to zoom.The fact of the matter is, slides—as you may have inferred from this blog's audio feature—matter less these days. Everything mentioned above, especially the importance of knowing and articulating the competitive landscape relative to your pitch, is important. Even echoed by David S. Rose in this TED U Talk. But strategically, what matters more is understanding and perfecting the Art of the Pitch enough to know WHAT NOT to do WHEN.

Perfect ABC & AIDA down to a Science. Be able to sell. Anytime. On any terrain.

Why terrain? Short answer: The same reason the Chinese are excelling in Africa, business-wise, where American enterprises and entrepreneurs have failed.

Culturally, you may find yourself dealing with crude business stakeholders. I remember sitting across the table with a prominent Chinese CEO who spat every now and then.

Universally, people don't like being sold to. And importantly, spitting was irrelevant to why I was there in the first place.

We were there to negotiate. And my team needed his money.

This, universally, is the key is to knowing HOW to influence. Which is why the title of Masterclass IV (“Never Stick To The Pitch”) would appear to be at odds with Guy Kawasaki's advice.

Critically, what should be asked, emphasized and executed more if you're serious about winning, is: What influences THIS particular panel, person, or organization as opposed to the last one I/WE aced to get here?

DO that research well, beforehand! I promise you: it'll pay dividends.

With that preparatory work naturally internalized, it doesn't matter whether you're stumped on a sidewalk as Alex Blumberg was by Chris Sacca (here). Your answers can be seamlessly plucked from any of the slides (above). Like a Steve Jobs on a stage, not even needing slides.

And if you're a startup, SHOW or GIVE them what they want, whether they know it as prospective early adoptors/investors, or not — by surprising them with it — within 15 seconds of opening your pitch and let the idea or product sell itself. Why? Because the “A” in AIDA is your meal ticket to success.

After all, you want their attention and ultimately, money and backing, don't you?

This is why in the scenario above, the story/approach shared in How To Steal The Show would have been more appropriate. Precisely why, as Jonathan Gebauer and seasoned marketers and salespeople will tell you: “The perfect pitch is different every day.” Still, you MUSTPass the “So What” test. Win over both left and right brainers present by KO.

Many technologists the world over couldn't ace a presentation/pitch if their life depended on it. Here's a personal startup/co-founder example.

Even the great Elon Musk struggled to communicate effectively the first time he unveiled the Tesla Model X SUV concept. I tried. Never got through that video. Several months later however, he nailed it! And I saw great headlines in 2015 suggesting unanimous approval of his improved delivery.

So, like any skill, effective communication can be developed, with great effort. Which is we started this Masterclass series with Will Stephens in Cracking The Interestingness Code.

Apart from the importance of the emotional connection/resonance factor already repeatedly addressed, most investors, hiring managers and board level presentations and high stakes pitches are closed/won (over) simply because you're easy to understand. Plus, your conviction about the product/service you're offering and its “inevitability of success” you exude, matters.

That's why I love Guy Kawasaki's “little man” simplification of the McKinsianWhat's the So What?” question. Because it's true. In fact, I was recently involved in a deal where the little man was literally a diminutive number cruncher one competitor approached me to crack a joke about. He started: “Did you also notice?” He'd nod off every now and then. Then as quickly as his head jerked up, he'd reflexively ask a “So what” question.

Now, “imagine there was a little man sitting on [your] shoulder. During presentations...the little man would whisper, “So what?” You should imagine this little man on your shoulder and listen to him because the significance of what you’re saying is not always self-evident, much less awe-inspiring. Every time you make a statement, imagine the little man asks his question.”

Leverage Tim Ferriss' insight and click the white dove below to continue your Masterclass. But whatever the venue or context, you want to go from, “Here's the thing” to: “Oh my God, I want that!” Or, “They loved you. They want you back!”

Effective Communication Series (Follow the Dove)





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