Home
Video
Dalton Caldwell on Lennys Podcast

Dalton Caldwell on Lennys Podcast

GET THE #1 EMAIL FOR EXECUTIVES

Subscribe to get the weekly email newsletter loved by 1000+ executives. It's FREE!

Dalton's Background

So Dalton is a partner at Y combinator and I love him because he speaks extremely simply and clearly. A lot of his advice is just common sense but it is refreshing hearing that from one of the most successful VC partners in the world.

A good example is when Lenny asked him for a recommendation of a sales book, he just recommended to read the number one sales books on Amazon like Getting to Yes or FoundingSales.

Here are the key things that stood out to me in the episode

  • The Collison Install
  • Founder Conviction
  • Everyone experiences a moment where all hope is lost
  • Meet with customers 20-30% of the time

The Collison Install

Collison Install Quote

The "Collison Install," named after Patrick Collison, co-founder of Stripe, is a notable tactic used in the early days of Stripe to ensure customer activation and retention. This method involved the founders personally visiting potential customers to help them integrate Stripe into their websites.

The Collison Install involved a hands-on approach by the Stripe founders, who would visit potential customers under the pretense of being in the area and offer to help set up Stripe on their websites. This proactive approach not only ensured that the Stripe integration was completed but also helped overcome inertia or technical hurdles that customers might have faced.

Founder Conviction

Dalton Quote

This quote stands out for me because Dalton does not speak like Tony Robbins often, he is a clear and simple talker and so for him to be saying this so emphatically really shows that determination and willpower are such key factors in success.

Dalton Quote

The Quote Continues

"They just believe and it's almost like that internal gravitational force inside of them is so large it kind of warps the world to bend to that will and people start to believe it because they believe it so much and they convince their employees to believe it and they convince everyone around them that this is going to happen for them."

I wanted to write that out in full measure as I think it takes time to really ponder and consider that statement. It's an interesting level of convinction isn't it and I suppose you have to believe things to the magnitude that the people is talking about do in order to build the likes of Airbnb and Stripe.

Everyone experiences a moment where all hope is lost

Dalton Quote

This is inspiring. It shows that in the worst moments you have to find a way to keep going. Take stock, keep in the fight. Consider your options, try something else, just stay in the fight. If every single company goes through this, then you can take comfort in the fact that you are not alone.

For more on this read Don't Die by Paul Graham

Meeting with customers 20% of the time

Dalton Quote

I really like this because he lays down the challenge of specifically making these in person as much as possible, so that you are talking and showcasing your product. Combine this with the Collison method of conveniently making yourself available!

What was personally motivating to me

He talked about ERPS being a request for startups that YC has done. This is a space that we work in, it's made me want to do a deep dive and consider what sort of tools we could do.

The other thing was he talked about the glue that stitches enterprises together and the products that are out there that could help with this. Again there is lot's to consider for us as that is exactly what we do for companies!

Thanks for reading! If you found this helpful, please share this article with 1 friend!

More Articles

25 Strategic Moves That Established Companies Need to Steal from Startups

ARTICLE

25 Strategic Moves That Established Companies Need to Steal from Startups

Sick of slow progress in your organisation? This will help you focus on what matters...

No Rules Rules: Netflix and the Culture of Reinvention

BOOK REVIEW

No Rules Rules: Netflix and the Culture of Reinvention

An inside look into the culture of Netflix...

Struggling to Empower Your Team? Read This Book

BOOK REVIEW

Struggling to Empower Your Team? Read This Book

Learn how the best companies build products...

51 Books Every Executive Should Read in 2024

BOOKS

51 Books Every Executive Should Read in 2024

Hand picked, each of these has shaped us in some way...

Running a large organisation? You need to think this way

ARTICLE

Running a large organisation? You need to think this way

Day one thinking and why you need to make sure that your company thinks like this...

Olympic Glory in the Digital Age: How Paris 2024 Reshaped Athletes' Social Media Landscapes

ARTICLE

Olympic Glory in the Digital Age: How Paris 2024 Reshaped Athletes' Social Media Landscapes

We look at Instagram follower counts and see if there is a correlation between winning a medal or not...

The Economics of Airbnb Icons

ARTICLE

The Economics of Airbnb Icons

Why exactly did they build the UP house?

The Time a PhD Mathematician Won the Olympics

ARTICLE

The Time a PhD Mathematician Won the Olympics

The story of Anna Kiesenhofer's incredible victory in Tokyo

Do you lead people? Your mood is like electricity - it spreads

ARTICLE

Do you lead people? Your mood is like electricity - it spreads

Discover how a leader's emotional state can spread through an organisation like wildfire, influencing performance at every level...

The 5 Word Meeting Technique

ARTICLE

The 5 Word Meeting Technique

Google, Apple and Amazon were told to run their companies this way...

AI-Powered Networking: Building 50+ Connections in a New City

ARTICLE

AI-Powered Networking: Building 50+ Connections in a New City

Discover how I leveraged AI to transform networking in London, creating a scalable system for building meaningful professional relationships.

AI paying Humans?

ARTICLE

AI paying Humans?

A new company Payman is betting that the future of work involves AIs paying us to do their boring tasks ...

The Hidden Psychology of Decision-Making: What Executives Can Learn from Hostage Negotiators

ARTICLE

The Hidden Psychology of Decision-Making: What Executives Can Learn from Hostage Negotiators

Explore how understanding emotional under currents can enhance decision-making in business...

What Every CEO Can Learn from GitHub's 100-Day Leadership Challenge

ARTICLE

What Every CEO Can Learn from GitHub's 100-Day Leadership Challenge

How Nat Friedman's Bold 100-Day Strategy Transformed GitHub and Redefined Leadership....

Using a can of beans to figure out consulting pricing

ARTICLE

Using a can of beans to figure out consulting pricing

Get better at pricing your consulting jobs...

Jeff Bezos is famous for reading slowly - here's why you need to do it too

ARTICLE

Jeff Bezos is famous for reading slowly - here's why you need to do it too

Honestly this is not an easy thing to do. I tried and it felt like the mental equivalent of deadlifting

How Youtube can help you to find your North Star Metric

ARTICLE

How Youtube can help you to find your North Star Metric

Learn why the biggest companies choose one thing to focus on...

The Trillion Dollar Coach: Steve Job's Coach

BOOK REVIEW

The Trillion Dollar Coach: Steve Job's Coach

This is a simple book that is a must read for any leader...

Company

Site Information

Fun Stuff

© 2024 Cub Digital. All Rights Reserved.