15 Quick Pitch Tips for Kick Ass Presentations

The pitch isn’t the only thing that will make your business successful; far from it. But it sure does matter when you have an opportunity to get on stage and present. Those opportunities may be few and far between, but you don’t want to blow them. And opportunities to pitch your business should happen all the time – because ultimately we’re always pitching, whether it’s investors, customers, business partners, candidates, spouses, or random people we catch on the street. Pitching and presenting are critical skills for startup owners.

After attending the YES Entrepreneurship Conference and watching a handful of young startups do their 5-minute pitches, and jotting down some notes, here are 15 quick pitch tips. First, let me say that I was impressed with all the presentations. For very early stage startups, with minimal (if any) pitch / presentation training, they did a good job. Pitching isn’t easy. And it takes a long time to learn how to do well. And it takes continual effort. So kudos to everyone that had the guts and willingness to get on stage in front of the audience and share their dreams.

  1. Pitch Solo. Most of the companies that pitched at the YES Conference did so with 2 (or 3) people. If I remember correctly, there was only 1 solo pitch. The problem with having two (or more) people pitch is that it’s distracting. The audience can’t follow as easily. It’s made worse when transitions between presenters are clunky, or seemingly at random. Or when presenters interrupt or talk over one another (say, during a Q&A session.) Having one presenter allows you to pick the strongest person for the job, and lets that person get into their own rhythm. You might have someone else controlling your PowerPoint slides (for example) but stick to one person who does the talking.

    This doesn’t mean you don’t reference your other team members and highlight their skills and the value they bring to the company. Just don’t have everyone presenting.

  2. Tell a Story. Even in a short presentation you have time to tell the audience a story and improve your chances of creating meaningful context. Yes, we need to understand things like market opportunity, competitive advantages, business models, etc. but it’s the story and relevancy it creates in our lives (or the lives of other people we think about at that moment) that make the presentation worthwhile and memorable. Stories can be extremely varied, but your best chance of creating a story is near the beginning, as you’re describing the problem that you solve. Make that problem relevant to me and I’ll pay much more attention.
  3. No Wimpy Words Allowed. Wimpy words diminish credibility and the power of a presentation. “I think…” is wimpy. We know you think it, because you’re saying it – so just get to the point. “We believe…” is wimpy too. It’s OK to state assumptions (and it’s even OK during a Q&A session, for example, to admit you don’t know the answers to certain questions), but cut the wimpy words. Another classic, “What we’re trying to do…” You’re not trying, you are. Simple as that. Even if you haven’t even started your business, you’re already doing it, not just trying to do it. Yoda was right about that one.

    Removing the wimpy words from your presentation is hard. They’re often ingrained in our speech. But that leads me to point #3…

  4. Practice. Very few of us are natural presenters. I only know of a couple people who don’t get nervous on stage (which I still believe is unnatural and probably some kind of strange condition!) You can conquer fear (to a degree) and certainly power through your fear with practice. Practice in front of a mirror. Practice in front of your team members. Practice in front of other people. I’ve found the key is to practice so much that it’s almost robotic, and then you deconstruct it, loosen up and make sure it comes across naturally. If you come across too robotic, and your presentation appears too memorized it’s very difficult to bring out the necessary passion and excitement. It’s hard to capture the audience’s attention when every word is perfectly spoken, spaced out and said in a monotonous, even tone. So practice. Practice. And practice some more. Then forget everything you’ve memorized and just do it.
  5. Keep Track of Time. If you’re given 5 minutes, make sure you say what you need to say in 5 minutes, not 5 minutes and 5 seconds. Just five. If you’re given 10 minutes, that’s fine, but stick to the time allotted. Oftentimes saying less is better than saying more; so don’t try and cram 10 minutes worth of words into 5 minutes of time. It won’t work.
  6. Keep it Simple Stupid. I’m not an expert in your business. You are. I might not even know a single thing about your specific industry or how it operates. So avoid anything that’s overly complicated when explaining your startup. Keep things simple. And be careful about trying to teach, especially in short presentations. There’s not a lot of time, and frankly I don’t want to be taught (nor do I want to be an expert in what you do) … I want to be convinced that there’s a big enough opportunity in what you do that I should be interested in it. And I need to be convinced that you know what you’re talking about, without getting lost in jargon, acronyms or in-depth industry details. You can teach me later…
  7. Humor is Hard. Cracking jokes in a presentation is risky. If no one laughs you’re left on stage looking like a putz. Be very careful with humor. On top of that, humor doesn’t necessarily capture people’s attention. They might chuckle, but what you really want them doing is paying attention to your kick ass startup idea.
  8. Gimmicks are Worse. Gimmicks are even riskier than the use of humor. Props, for example, can very quickly make you look silly. Props and gimmicks might not work on stage, and then you’re stuck. In some cases a prop might be great, especially if it’s core to your business, but don’t distract the audience with it too much; show it, use it, grab people’s attention and then get to the meat & potatoes of your presentation.
  9. Expect the Obvious Questions. Some issues are universal for businesses. Target markets, for example. Every business has a target market. And it’s fairly important to know the size of that target market, especially if someone asks you about it. I did say in a previous point that it’s OK to admit when you don’t know the answer to a question; let’s face it, you can’t know everything. But there are some obvious questions you can expect (if you don’t address them properly in your presentation), and you need to be ready for those. Incidentally, it’s those obvious questions that you need to address during your presentation (so you don’t leave it to people to ask you!)

    Other obvious questions will be about your business model (how you make money), your competition (it always exists), and your sales & marketing strategy (often a startup’s weakest aspect).

  10. When Things Fail (And They Will) Power Through. PowerPoint presentations are notorious for not working just when you need them. Live demonstrations of your product can fail as well. When something goes wrong, you have to power through it. There’s no other choice. It’s extremely hard to do, although lots of practice will help. When we launched Standout Jobs at DEMO, the conference organizers suggested that we practice contingency presentations, should something go wrong. At the YES Conference, one group’s presentation didn’t work. They managed to get through very nicely, so kudos to them.
  11. Don’t Look Back. When your presentation does work, and they put it on a big screen behind you, don’t look at it. This was part of the advice I received from David S. Rose of the New York Angels, and it makes sense. When you look back, you lose eye contact with your audience. You’re giving yourself the opportunity to be distracted and it can easily break your rhythm. Incidentally, it’s almost impossible to do; we’re just naturally inclined to look back at our presentation. But do your best to avoid looking back – and if you can gain some mastery of this, it will mean you can also do much better in emergency situations.
  12. Tell Me What I’m About to See. Another difficult thing to do is to talk ahead of the slides that you’re showing. Tell me what I’m about to see on the next PowerPoint slide (without saying, “What you’re about to see…”). But if you can master this skill it means you’ve gotten so comfortable giving your presentation that it flows beautifully. One of the presenters at the Conference had a very nice slide with the number “10%”. That’s all that was on the slide (very nicely done.) With better timing, the presenter would have been speaking about the number before it appeared on the screen, because the minute it did, I started wondering about what it meant. And the number isn’t very high after all, it’s only 10%, so it seemed a bit weak. It wasn’t a weak statistic for them, and it was a fairly strong way for the presenter to end their pitch, but I was already thinking ahead of where he was in the presentation when I first saw it.
  13. Tell Us What You Do Upfront. Within the first 30 seconds of your presentation I need to know exactly what you do and why I should care. If you can’t get that boiled down into 30 seconds, and you can’t start your presentation with that information, you’re going to lose me (and most people.)
  14. Don’t Save the Best for Last. This is a common mistake – people want to end with a punch. But as I just pointed out, the “aha!” moment really belongs at the beginning. The catchphrase, elevator pitch, 30 second story on what you do and why I should care belongs at the beginning, but too often people leave this until the end when most people have stopped paying attention.
  15. But Don’t End Weakly. No surprise, the ending still has to be strong. But the point of the ending isn’t to explain what you do, because if you’re using the ending for that you’ve lost. The end of your presentation is there to hammer home your key messages (of which I would recommend only having 1-3) — the things you absolutely want people to remember when they leave and talk about you (and your presentation) for days thereafter. The ending doesn’t have to be flashy, it has to be concise, convincing and concrete.

Pitching is hard, whether it’s on stage, in a boardroom, on a conference call or anywhere else for that matter. Most of us are not natural born salespeople. It takes work and practice. But without a doubt you can improve at it; even if you’re shy or introverted. Good luck!


Personal Branding is More Important Than You Realize

I’m a big believer in the power of developing, cultivating and promoting your personal brand. You should be too. I’ve seen the importance of personal branding firsthand through my own efforts.

Some people consider the catchphrase “personal brand” cheesy. Others believe it’s overly self-centered. And I’ll admit that I’ve found it a touch embarrassing every so often when asked about my personal brand (after all, I’m a humble guy!) But I’ve seen the value. In fact, it was the lack of personal brand and exposure to a greater audience and network that led me to start blogging many years ago.

Blogging led me to connect with tons of people online and made me realize the importance of personal branding and presenting oneself effectively (especially online.) My initial foray into blogging then led me to recognize the importance of building a stronger local network. Blogging was (and remains) great for building a broad-based network, but one of my goals in blogging was to connect with like-minded entrepreneurs and start a new business. That’s easier to do with a local network, and so blogging led me to reach out to the local startup community and get more involved. That resulted very quickly in connecting with Fred Ngo and Austin Hill, who shortly thereafter joined me as co-founders of Standout Jobs.

So it’s fair to argue that my realization about the importance of personal branding led in part to launching Standout Jobs. In fact, what I started out doing via blogging (to help cultivate and promote my personal brand) has in one way or another led to almost everything I’ve done over the last few years.

Personal Branding = Important.

Me 2.0 Book - Dan SchawbelI’m no personal branding guru. But I do know one, and his name is Dan Schawbel. Dan writes some of the most compelling content I’ve seen about personal branding; he’s taken it up a notch over much of the “basics” that people cover. And most recently, he’s launched a book on the subject: Me 2.0 – Build a Powerful Brand to Achieve Career Success. (Buy it here)

Dan’s focus on building a personal brand and leveraging it for career success is particularly interesting to me, because of my work with Standout Jobs. In looking at how people apply for jobs you can very quickly see the wide degree of quality and thought put into applications. Some people write a 2-sentence cover letter with typos. Others include links to their portfolios, blogs and more. Guess who wins?

The book focuses a great deal on being a practical guide, which I think is also important. There’s enough rhetoric online about how to find a job, build your brand, network, etc. We don’t need more blog posts on how to get 10,000 Twitter followers…

8 Personal Branding Lessons

Looking back, here are some thoughts from my own experiences building my personal brand:

  1. It’s never too late to start. In some respects I think it’s easier to start making a concerted effort to build and cultivate your personal brand once you’re older and you have a few years working experience. You know more, you’re more comfortable in your shoes, and you have some experience to rely on. There are still too many examples of young people screwing up in public (on Facebook or Twitter) and getting in trouble for it (although there aren’t that many examples, they’re just blown out of proportion.
  2. You know more than you realize. A lot of people seem afraid to speak up publicly and promote themselves because they don’t feel like they have anything to say. You’d be surprised what you know.
  3. What you know is valuable. And what you know is likely valuable to a bunch of people, even if you don’t realize it. As they say, Common sense isn’t all that common. Just think of the college graduate coming up after you into your field of expertise, and the difference between where that person is at and where you’re at…
  4. Connecting online is easier than you think. I was amazed at how easily I could connect online with people. I still remember some of those early connections – Liz Strauss, Becky McCray, Chris Cree, Mike Sansone, Terry Starbucker and so many more. It was easy to find people online (who shared my interests), get myself involved, and build out a valuable network.
  5. It takes time and commitment. Building your personal brand isn’t something you do once in awhile when you’re bored. It takes time and commitment, and it never stops. And doing it half-ass won’t get you anywhere.
  6. It’s fun. I’ve always enjoyed building my personal brand, and the activities that are involved with that online – blogging, connecting, helping others, asking for help. It’s a process you have to enjoy otherwise you won’t do it properly and invest the right time. Plus, there is a feedback loop – as you gain valuable connections, leads (for jobs or business), comments on your blog, etc. you’ll realize that all of that is worthwhile feedback on your efforts. And that’s motivating.
  7. Watch. Learn. Emulate. Do your own thing. Starting the process of building your personal brand doesn’t involve years of research or anything that hasn’t been done before. As Dan’s book proves – there are models for making this stuff work. I remember spending a good amount of time watching and learning, and then emulating what others were doing. It was natural to copy what seemed to be working. But over time you branch out, do your own thing, experiment and your own personality, brand, value emerges.
  8. Your personal brand will (and should) evolve. Don’t think of your personal brand as a static item. It’s not a resume that you submit once and forget about; it’s a living, breathing thing. It changes and evolves, just as you do. That’s OK and expected.

Personal branding works. I’m a perfect use case for it. And certainly not the only one! But ultimately, I’m convinced that building a strong personal brand can absolutely help in career success (be it finding a new job, moving up within your organization, changing careers, etc.) and in many cases is a necessity.


April Tech Entrepreneur Breakfast Sponsored by Nestor System

Nestor System logoApril’s Montreal Tech Entrepreneur Breakfast is fast approaching, and I’m pleased to say that we’ve got a sponsor — Nestor System.

Nestor is a local Montreal software company. Here’s the scoop:

Nestor System is a leading Cross-Cultural Communications & Technologies company. Nestor System is specializing in localization of software, video games and websites in more than 40 languages and cultures. Enterprises that overlook local ethnic consumers and worldwide multicultural markets are missing a huge opportunity. Nestor System help I.T. companies to succeed locally and internationally into diversity.

It’s great to see a local software company step-up and support the overall community. At the breakfast, I’ll introduce Stephane d’Amours from Nestor, who should be attending.

With Nestor’s sponsorship, breakfast is free! There will be a fixed menu with 4 or 5 items that you can choose from. The cost of breakfast (including tip) is included, so there’s no charge.

The Montreal Tech Entrepreneur Breakfast will be on Tuesday, April 14th @ 8am.

Here are the details:

  • Who should attend? Anyone that’s into the tech and entrepreneur scenes in Montreal. That includes entrepreneurs, startup employees, angel investors, venture investors, service providers, students, etc. Every event sees new people, and hopefully the connections made turn into real value in the long-term.
  • When and where? Tuesday, April 14th at Boccacinos on McGill St. (downtown) at 8am-10am.
  • How do we connect? Stay connected using our Facebook Group.
  • How do we RSVP? It would be great if you RSVP’d so we have a sense of how many people are coming. You can do so using the Facebook Event listing.
  • Who is sponsoring? Nestor System!

About Ben Yoskovitz
I recently joined GoInstant as VP Product. GoInstant changes how we use the web, making it shareable like never before.

I'm also a Founding Partner at Year One Labs, an early stage accelerator in Montreal. Previously I founded Standout Jobs (and sold it). I'm a hands-on startup guy, helping companies grow successfully from the idea forward. You can reach me at byosko at gmail dot com.

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The opinions and commentary on this site are mine and mine alone. They do not necessarily reflect the opinions or positions of my employer, GoInstant.