This is part of my blog series “Pitching a VC.”
I’ve sat through a lot of VC pitches and having been CEO of an enterprise software firm for many years I’ve also sat through many customer meetings with sales teams.
There is one classic mistake that I see across both types of meetings – “the tell & sell” presentation. This involves a person who leads a PowerPoint presentation in which the presenter feels more comfortable racing through pre-practiced slides and rattling off charts & bullet points than having a discussion.
The presenter comes out of the meeting proud at having gotten through all 30 slides (and maybe even a demo) with a bunch of smiling faces and nodding heads and no discussion. After the sales meetings I would ask the exec afterward, “how do you think it went?” and always be surprised when they’d say, “great, I think they really liked it. They seemed to agree with everything I said.”
In our internal sales training sessions I would always teach our young sales execs that this seemingly good meeting was probably not as good as they thought. People are much more likely to buy into you as a person and us as a firm when they’ve been involved in a discussion with you about their problems, your solutions, who else has been using your product, etc. They might even like to challenge some of your assumptions.
The advice I gave to my sales execs is the same advice I would give to you: smiling, nodding heads are normally not a great sign. In the best case they might prefer to ask you questions but you didn’t prompt them and they’re being polite (although this is less likely in VC who are not known for being wallflowers!).
The VC might have tried a few times to prompt a discussion and you didn’t take the cue but instead reverted back to slides. This happens often and I bet most presenters never realize it. Most worryingly, many times it means that they have decided that they are not interested in your product (or investing in your company) so why bother having a debate / discussion with you.
It is easier for them to finish up 45 minutes, politely shake your hand and say, “we’ll get back to you” once they’ve had a chance to “noodle on it.” Ever heard that? Far better that you noodle with them. I believe that the best meetings are debates. The following are some tips for the discussion style VC meeting
UPDATE: My initial post talked more about a debate than a discussion. David commmented here that the problem with my phrasing it as a debate is that I don’t want to encourage any entrepreneurs to think that they should try to “win” the discussion by proving they are right (as you might do in a debate). So I’m softening my message to “discussion.” See note at the end of the post for a funny story on this.
Tips in a discussion led VC Meeting
1. Tee up your slides to prompt questions – The best way to avoid racing through your slides in a tell & sell style is to tee up your slides to prompt questions. We used to do this in our sales slides. After walking through the “problem statement” slide, the build on the bottom of the slide would always say, “Have you experienced similar issues in your company?”
It was just a way to remind the sales rep to create a dialogue. If you get nervous in meetings or have a hard time remembering to stop you can simply build the prompt into your slides.
2. Stop often and seek feedback on direction – In addition to asking questions to prompt a debate you should always check for feedback from the VC. Examples are “would you like me to go into more details about how we calculated the market size?”, “would you like me to tell you more about the team members who aren’t here,” or “would you like me to jump into a product demo now or tell you more about our market first?” Be careful not to jump into a long-winded discussion on any topic without seeking cues from your audience on whether they’d like to go deeper on the topic or move on. I think this is one of the single biggest mistakes that presenters make.
3. Be careful about the way you ask questions – I’ve sat through many meetings with groups of people where the presenter would say something like, “Do you know what REST is?” or “You know the company Constant Contact, right?” Questions like this in a crowd often elicit “yes” answers even when people haven’t heard of the technology or company. Most people in general don’t want to admit in front of peers that they haven’t heard of something that they think they should know. If your presentation requires an explanation of RSS vs. ATOM always best to say, “let me quickly state how RSS and ATOM are different. I know you might be aware of the differences but let me quickly cover it and if you want me to go deeper I’d be happy to.” If the VC knows the difference TRUST ME they’ll tell you.
4. Don’t be defensive – Don’t view any question by a VC as an affront to you. I know that they could have worded it more politely and in a less condescended tone, but view the question as an opportunity to have a great discussion. View the question as engagement! Remember that a VC doesn’t always care that you have “the right” answer provided that you have a high quality thought process.
Having a discussion is a great way to build rapport with the person asking the question. It’s OK to say things like, “I could see why you might think that Google would go into our market. It’s a valid concern and we worry about it, too. Here’s why I think Google won’t initially be a threat to us and how we would respond if they entered our market …”. So the next time you get a zinger from a VC – be thankful.
5. Answering with a question – Another suggestion is the “answer a question with a question” technique. First, you must actually answer the question that was asked with you before you ask a question back. It’s really annoying in any meeting when you answer a question directly with a question. But it’s OK at the end of your statement and it’s a great way to get people talking.
Example:
VC, “Do you really think that customers will pay $5,000 / month for your product when there are free versions of X,Y,Z on the market?“
You, “We’re not too worried about the free products because they target a lower-end segment than we’re targeting. We tested the $5k price point with a handful of customers and they didn’t seem price sensitive … From your experience do you think $5k price point will likely be an issue for us?”
6. Don’t be afraid to say “I don’t know” - I don’t think any VC is looking for the entrepreneur who knows everything. In a way I think most VC’s
want to see that you’re mentally flexible, sufficiently humble and not afraid to admit when you’re wrong or don’t know something. For many difficult or unknowable questions don’t be afraid to say “I don’t know.” Some obvious things that are not acceptable for the don’t know answers: “how will you spend the $2 million once you raise it?”, “Who are your competitors” or “Who do you need to hire first after fund raising.” You’d be surprised how many people don’t answer these questions confidently.
7. Get back with an answer – There are two great things about saying you don’t know the answer to a difficult question. The first is that you have a chance to ask, “do you have any views on the topic?” and thus hit the goal of getting the VC talking. Even more importantly you have the ability to say, “that’s a great question. I’m not actually sure what the answer is. I’ll look into it and get back to you.” It gives you an opportunity to email the VC after the meeting with more information and the potential to continue the dialog.
UPDATE: We once had a company present to us in a full partner meeting. The presenting team had a partner champion at GRP that was advocating the deal so we were positively predisposed to seeing the pitch. It mid 2008 and one of my partners asked what they were going to do about costs given the recession. The COO of the company said that he had read some economic council’s forecasts and technically we weren’t in a recession. My partner shot back with data of his own. A real debate ensued. It wasn’t pretty. I kept wondering, “why would this guy want to have a debate over a topic like this that had no relevance to proving whether his business idea was sound?” In the end we didn’t invest. A large determinant was this gentleman’s lack of EQ in this situation.
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(Cross-posted @ Both Sides of the Table)

This is interesting… for the first time forgot I was reading your VC Advice series.
Vivid memories of bad, non-interactive sales pitches came back to me and none were in a VC / Startup context… that’s because like you, I spent half my life in the Enterprise Software world.
Your advice here stands true for any sales situation in any business
Great advice Mark. I do presentations to Bank CXO’s almost every day and I find the best once are when I don’t get off the title slide and we have 3 hours of interactive discussions. I never really thought of the same in the context of a VC pitch since every one else seems to recommend a highly polished scripted pitch. I like your approach better as it fits my personal style.
Thanks Mark for this post. Very well written, simple and straightforward with no jargons!. Worth reading before any sales meeting.
Having been in formal/information discussions with customers from different countries (particularly Europe & US)I found that cultural issues play a more important role (particularly in Points #6/7 – I dont know/getting back w/answers) than I originally thought. Could you please share your views on this please.
Thanks again for this refreshing post
It’s true that when I was writing I was thinking a lot about sales meetings. What prompted my post was a particularly bad meeting last week where the guy started by showing me a 5-minute video. I kept thinking, “why would he lose the chance to build rapport with me?” So I’m going to post that incident next.
I agree that this is the best kind of meeting, Paul. But some people mistake this for not needing slides. Unfortunately sometimes teams want and expect slides so you obviously need to be ready if asked. Sort of a back-up. Talk soon.
Mark
Thanks for the comments, Jagan. I’m going to write a post about cultural differences at some point having sold in 8 or 9 countries in the past. I think it’s fine anywhere I’ve been to get back to people with answers later. Some countries it is less normal to say you don’t know – thinking of Japan and India in particular. I haven’t experienced it in Europe. One thing I know for sure – in England you need to be really understated in the sale. They hate the brash American, Oracle-like salesforce rep.