Is your team capable of achieving the impossible?

How VCs judge teams (2/2)

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In the previous lesson we learnt how to convince VCs that your team has the skills it needs to build and sell your product. In this one, we’re going to cover the second and most important aspect of how VCs judge teams – whether or not they think you can achieve the impossible. You’ll leave this lesson understanding why VCs try so hard to back people who can do ‘impossible’ things as well as how to get them to believe that your team is full of these types of people.

Why are VCs so obsessed with impossible teams?

Once investors are satisfied that you can build and sell, their attention turns to how likely you are to succeed. To figure this out, they ask themselves whether your team is capable of achieving the impossible.

If you think this is absurd, take a second to think about what you’re asking for when you pitch a VC. You’re asking for hundreds of thousands or even millions so that you can build a billion dollar business. The only evidence you have that your idea will work is a teeny bit of traction and some customer calls you’ve done. Maybe you’re the mad one!

What founders say they’re going to do sounds crazy. VCs recognise this, so they try really hard to invest in people who have a track record of making crazy happen. This is why they constantly talk about ‘pattern matching’, pay double the money to invest in founders who’ve previously had an exit, and have armies of junior staff that harass ex Klarna employees on LinkedIn the minute they change their job title to founder.

To invest in you, VCs need to believe that you’re the best team in the world to build your business – and the best teams have people who make miracles happen. This means that it’s your job as a founder to position your team so investors feel like it’s full of people capable of achieving impossible things.

What does impossible look like to VCs

To successfully position your team as capable of the impossible, you first need to know how VCs judge whether people are exceptional. In general, they look at two things:

  1. How impressive the organisations they’ve been part of are (by organisations I mean companies, academic institutions, and even charities)
  2. How impressive the things they’ve done are

Let’s break down how you can use each of these to your advantage.

How to associate yourself with impressive organisations

VCs are absolutely obsessed with pedigree. Since they don't know your team members personally, they can't accurately assess how impressive you are. However, if they respect the organisations you've been part of, that respect transfers to you by default.

The consequence is that, if you or your co-founders have worked for well-respected companies, it’s extremely effective to name drop them when talking to investors. In general, founders with backgrounds from successful tech companies – hot startups, unicorns and FAANG – excite VCs the most. However, experience from industries or organisations that have reputations for being very selective or rigorous – e.g. management consulting, investment banking or elite law – helps also. If your parents would brag about it at a dinner party, then it’s the ‘right’ type of industry.

However, if the organisations you or your colleague were part of aren’t obviously impressive – i.e. the average person wouldn’t understand their significance – this doesn’t necessarily mean that you’re screwed. If there is something interesting about the places where you used to work, you can ‘educate’ VCs by explicitly telling them why your former employer is a big deal. The key to doing this is to not just mention the organisation, but to describe it in a way that highlights how awesome it is.

Your description should position the place you’re talking about as the biggest, most successful, or most innovative in its industry in a couple of words. To do this convincingly, it’s helpful to provide some evidence that the org you’re talking about rocks. For businesses, talking about things like revenue, market share, and valuation works well. Meanwhile, if you’re talking about an academic organisation like a university or lab, it makes sense to highlight the breakthroughs the institution has been responsible for or the areas of research it’s pioneered.

Making what you’ve done sound impressive

Aside from simply talking about where you’ve worked before. VCs will also take into account what you’ve actually done when judging you. They are impressed by

  1. People who have done jobs which were difficult or involved significant responsibilities
  2. People who have achieved impressive things

Let’s break down how to use each of these in your fundraise.

Method #1 – Talking about previous roles and responsibilities

Investors mirror society, they are impressed by people who have high status jobs – doctors, lawyers, management consultants, professors etc.. So, if you or your teammates have had high status job titles in the past, say so.

However, even if your past roles don’t carry high status, that doesn’t mean you should lose hope. VCs value these roles because they see them as evidence of a founder’s ability to tackle challenging problems. If saying you were a senior claims adjuster doesn’t immediately make investors think, “she must be a genius to have done that,” then explicitly describe what being a senior claims adjuster entails. The trick is to literally tell the VC what made it impressive or hard:

  • If you were responsible for a lot of people, say so
  • If you worked closely with senior people like CEOs and CFOs, says so
  • If you were in charge of a really difficult business or technical area, say so

Let your light shine!

Method #2 – Talking about impressive things you’ve achieved

Beyond describing your previous roles, there's another more powerful way to impress investors. You show off your team’s highlights. By this I mean you explicitly tell VCs the coolest things your team members have achieved inside or outside of work. You practically say to them “invest in my team, we’ve been doing awesome things for years”.

There are two types of highlights that a team member can have.

  • Personal highlights → “I did something great”
  • Institutional highlights → “I was part of an organisation that did something great and I played a meaningful role in it”

When talking about institutional highlights, I can’t stress how important it is to emphasise your role in them. Saying “our team sold $1m worth of contracts” is nowhere near as strong as “I led a team that sold $1m worth of contracts”.

Before we finish this lesson, I’ve included some example highlights here for inspiration. As you read them, think about why they make the speaker sound impressive.

Personal highlight examples

  • “I sold contracts worth $1 million in a month”
  • “I built a product that got a 100k users”
  • “I built the world's first ever glass 3D printer”
  • “I started my own business and successfully grew / sold it”
  • “I worked on something really important” e.g.
    • A multimillion dollar construction project
    • A $100m deal
    • An advertising campaign for Apple

Institutional highlight examples

  • “The company I joined as employee number 5 was sold for $100m in 5 years”
  • “The company I worked for grew from 1 to 5m users in a year, and I lead marketing there”
  • “My sales team grew ARR from $10k to $200k in 6 months”
  • “Our research lab built the world's first ever glass 3D printer”
  • “My team designed product innovations that reduced our whole company’s costs by 30%”

Notice how I quantified the highlights whenever it was possible and how I made sure that all the institutional highlights were not just about what the organisation achieved but included my role in them. If you’re still struggling to think of highlights, one question that often gets the creative juices flowing is “what thing are you most proud of achieving in your career?”.

Conclusion

Now that we’ve reached the end of the lesson, let’s briefly recap what we learnt. Firstly, we learnt that the most important thing that VCs look for in teams is evidence that they can pull off the impossible. And, secondly, we learnt two techniques we can use to convince them that our team members can make impossible things happen:

  1. Associating them with high pedigree organisations
  2. Highlighting the most impressive things they’ve done in their careers

The final two lessons in this part of the module are designed to help you translate the theory we just learnt into practice. In them you’ll see footage of founders using both of these techniques successfully, complete with breakdowns of what makes it work and tips for your own pitch.

After these two lessons we’ll move on to the next part of this module where we’ll discuss three additional traits that make VCs fall in love with teams and how you can use them to your advantage.

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