Podcast of the Week

Podcast of the Week: The Twenty Minute VC with Fred Destin

Twenty Minute VC

The first podcast I started listening to regularly when I really started to dive headlong into the VC world was The Twenty Minute VC with Harry Stebbings. His bite-sized episodes were a great place to get started in learning more about the ecosystem. Harry’s story was a great inspiration to me as well. His advice to get out there and start creating content was a big part of the reason I decided to get this blog started. Harry has been a huge help to me and is an excellent example of how hard work and determination can really take you places.

I have listened to A LOT of 20VC, but this episode is up there with my favorite ever. Fred Destin is Harry’s partner at Stride.VC. and I can honestly say that this is the first time I have ever finished a podcast and then immediately started it over from the beginning. After listening, you may want to do the same! I can honestly say that Harry has found himself one hell of a partner and I for one could not be more excited to follow their new fund closely!

Be the Hero

Startup hero

One of the most interesting podcasts I have listened to recently was Reid Hoffman’s 10 Commandments of Startup Success on the Tim Ferris show. Reid shares some of the highlights and lessons learned from his own podcast, Masters of Scale.

Reid Hoffman’s 10 Commandments of Startup Success

  • Commandment 1: Expect rejection. [09:14]

  • Commandment 2: Hire like your life depends on it. It does. [19:26]

  • Commandment 3: In order to scale, you have to do things that don’t scale. [25:37]

  • Commandment 4: Raise more money than you think you need — potentially a lotmore. [36:18]

  • Commandment 5: Release your products early enough that they can still embarrass you. Imperfect is perfect. [44:45]

  • Commandment 6: Decide. Decide. Decide. [1:00:16]

  • Commandment 7: Be prepared to both make and break plans. [1:03:13]

  • Commandment 8: Don’t tell your employees how to innovate. [1:07:21]

  • Commandment 9: To create a winning company culture, make sure every employee owns it. [01:12:32]

  • Commandment 10: Have grit and stick with your hero’s journey. [1:23:22]

Of all these insights, the one that has stuck with me most is the last one. Reid talks about how at some point in the life of almost every startup, there comes a decisive crossroads. In these situations Reid gives a speech where he likens entrepreneurship to the hero’s journey. Fraught with adventure, steep odds, and the promise of treasure if the dragons can be slain. He then asks the entrepreneur if they are going to be the hero in this story.

Reid’s speech is a great example of the importance of narrative for startups.

Narratives are the glue that holds a company together. It tells the what and the why of the business. It is what your customers think of when they see your logo and it is why your employees will take pay cuts to leave the job security of some cushy corporate position. When the going gets tough, the importance of narrative is revealed. During times of crisis, employees will rally around a company that has a compelling story behind it. When a company doesn’t, don’t be surprised if they jump ship as soon as it starts letting on water.

One of the key roles for any startup CEO is as storyteller-in-chief. It is their responsibility to craft their company’s story, to nourish it, and to communicate it effectively to their teams. A CEO that neglects this responsibility will be an ineffective leader and fundraiser. The importance of narrative to companies is one of the (multiple) reasons I prefer to invest in CEOs that have a deeply personal connection to the problem their company is trying to solve. This personal connection allows them to build a much more authentic and genuine story around why they are building this business.

A strong central narrative will make all the difference in the world when the chips are down and things are looking dire.

A strong narrative will give people a reason to look themselves in the mirror and say:

I am the hero in this story.

Podcast of the Week: The Jordan B Peterson Podcast: Episode 59 - Bjørn Lomborg

Last week I traveled to Atlanta to attend the 44th annual Venture Capital Institute conference. It was a fantastic time filled with some life-changing lessons. My desire to bundle those lessons up into a digestible blog post has delayed my usual timeline a bit, so expect a post on that early next week. In the meantime, I thought I would share one of the most interesting podcasts I have heard in a long time. Fair warning: this podcast has little to do with tech and even walks dangerously close to the line of politics. That being said, I think it is hugely important that people listen to this episode to hear about the very compelling research that Dr. Bjørn Lomborg and his team at the Copenhagen Consensus Center have compiled. Lomborg and a team of Nobel Laureate economists analyzed the UN’s current development goals and force ranked them by capital efficiency. Basically, they looked at for every $1 dollar invested into each development goal, what will the economic impact be. There are a few results that I am sure will surprise you! I love this pragmatic methodology and the way it allows policy makers to more effectively allocate resources. Similar to startups, it turns out that capital efficiency is very important for global development too (had to tie it back somehow!). Enjoy!

Overview of findings.

Podcast of the Week: Invest Like the Best, EP. 112 - Building Pick and Shovels, with Hunter Walk

I know, I know. I just did an episode from Invest Like the Best. I really wanted to do something from another show this week to maintain some semblance of variety, but this episode was simply too good to pass up. In it, Patrick interviews Hunter Walk about his early stage investment firm, Homebrew, his past experiences working at Google, as Head of Product at Youtube, and on the videogame, Second Life. This episode is chalked full of fascinating stories and actionable insights. I especially loved hearing about how Hunter helped solve copyright issues at Youtube and Hunter’s questions he asks every entrepreneur. Don’t miss this great episode!

Podcast of the Week: Invest Like the Best, EP. 32 - The Art of Tracking, with Boyd Varty

This episode is from over a year ago, but it is has definitely been one of the most impactful and transformative podcasts I have ever listened to. Invest Like the Best with Patrick O’Shaughnessy is my current favorite podcast and every episode is a must-listen as soon as it is published every week. This particular podcast with Boyd Varty about living the life of a tracker and bringing a restoration mindset to everything you do has made a particular impact on my life. It is the podcast I have shared the most with others and I just finished my third listen through on my drive back to Virginia for Thanksgiving. Be sure to give it a listen and if you are interested in hearing more from Boyd, check out Part II and Part III.


I mentioned that this podcast has had a big impact on me. It has served as an impetuous to adopt a more process/journey focused mindset instead of obsessing about goals and outcomes. Another great resource that has helped shape this mindset is the book Chop Wood, Carry Water. It is a only about 100 pages long, but I am not exaggerating when I say reading it has changed my life for the better. It is another Patrick O’Shaughnessy recommendation and if you would like to read it, you can pick up a copy here.

Podcast of the Week: The Tim Ferriss Show #341: Nick Kokonas

I love podcasts. They are my absolute favorite way to consume content. The great thing about podcasts is that they are the only form of content that gives you your time BACK instead of taking it away from you. Since you can listen to podcasts speed up and while you are doing something else, you are able to squeeze more hours into your day. I typically listen to 2-3 hrs of podcasts a day during my commute and while doing chores around the house. These podcasts are a great source of learning and give me the super power of having 27 hours in every day.

My favorite part of listening to podcasts, is sharing them with others! I thought it would be fun to start sharing my favorite podcast from the week with my readers. I’ll give brief overview of the podcast, topic/guest, and I will embed the podcast so you can enjoy it too! I am planning on doing a Podcast of the Week post once a week (surprise, surprise). Let me know in the comments what your favorite podcasts are and if you have any suggested shows for future weeks!


This first podcast is without doubt one of my favorite podcasts of all time. In episode #341 of the Tim Ferriss show, Tim interviews Nick Kokonas about hist story from commodity trader on the floor of the Chicago exchange to co-owner of one of the most successful high-end restaurant groups in the country, The Alinea Group. The thing I love about Nick’s story is that at every turn he questioned the status quo and tried to come up with how things SHOULD be done instead of just how they had always been done in the past. It is a refreshing mindset and a thoroughly enjoyable episode. Do not miss this one and do not be scared away by it’s hefty length, it is absolutely worth it!