Ep. 8 How to Sell like a Startup Founder with Jeremy Diamond

Episode Overview

This episode features Jeremy Diamond, founder of the blog Startup Deck Review, which is dedicated to studying startup pitch decks. He has a rich media background and is an MBA graduate from the University of Washington Foster School of Business. In this episode we will be covering 3 key factors in a winning pitch, how to communicate your “Grit”, and advice for sellers in how to improve their selling conversations.

Episode Timestamps

[1:27] How Jeremy Got Focused on Helping Startups Master Their Pitch

  • Originally worked in TV production for Discovery and Animal Planet.
  • Decided to move to Seattle, get an MBA at the UW, and wanted to work for a tech company.
  • Worked for a startup that wanted someone who could think through things from a business perspective.
    • How he got into helping companies fundraise.

[3:55] 3 Key Factors in Driving a Winning Pitch

  • Their strong understanding of the customer problem that the founder has a mission to solve.
  • Their passion to solve the problem. Jeremy talks about their “marrying the problem”
  • Their grit. What any investor would be looking at in a founder of a startup:
    • What problem solving “grit” they have to bring to the market.
    • Investors want to know what they are investing in.

[9:58] “Grit” – the 3rd Factor

  • Grit is a subjective thing.
  • When investors are entering into a long relationship with people, they want to know that those people are going to be worthy of the money that they’re investing.
  • More unique to Venture Capital.

[11:09] Story on How a Founder Communicated “Grit”

  • Airbnb pitch deck
    • Founders sold commemorative cereal boxes during the 2008 election
    • Saw a desire path:
      • Recognized that certain data was not being understood by existing hospitality/lodging.
    • As an investor you’re asking these types of questions:
      • What was their character during that challenging time?
      • What sorts of actions did they take?
      • Were they creative in how they marketed and solved the problem?
      • Were they creative in how they operated their business?

[12:17] Communicating to your customer that you have the “Grit”

  • Making sure that the customers investment in you (your company/your solution) will be money well-spent.
  • Paul Smith: Story Telling for Sales
    • Different stories you can tell as a seller.

[13:33] Advice for Sellers

  • Social Proof.
  • Bring in traction:
    • Investors will argue.
  • Illustrate why your solution is better than the competition and how you’re going to compete.
  • Get and incorporate feedback into your pitch:
    • People like to help as long as they like to give constructive criticism and as long as you like to receive constructive criticism.
  • “Cold” Communication.

Additional Resources

Start Up Deck Review Blog
Jeremy’s Email
Linkedin
Airbnb Founder Grit Story at 20:47

If you have a pitch deck that you would like to suggest Jeremy to review, feel free to reach out!

 
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Credits
Sound editing and show notes produced by – ChirpSound

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