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Hack To Start
Episode 186

Casey Winters

Growth Advisor in Residence @GreylockVC. Former Growth Lead @Pinterest.

Listen to this episode on iTunes, Stitcher, & Google Music

Casey Winters is the Growth Advisor in Residence at Greylock Partners. Casey got interested in growth via his background in marketing and his holistic approach to helping Apartments.com achieve quick growth from 2005-2008. He then joined GrubHub around the 15 person mark, and helped the company scale from 40,000 users up to 3M when it went public. In 2013, Pinterest reached out and Casey ended up joining the team to help lead growth and later overcome challenges associated with international expansion and growth. Today, Casey advises several companies like Pocket, Canva, Reddit and works directly with a handful of portfolio companies as part of his role at Greylock Partners. Casey joins us to share his story, how he got into marketing and startups, what it was like growing a marketplace like GrubHub from 40,000 users to over 3M, what it was like helping Pinterest expand internationally, how to think about growth & innovation within a startup, and much more.

Main Objectives For This Episode

  • Learn more about how Casey got into growth
  • Learn more about how Casey approaches growing consumer products
  • Learn more about why Engagement & Retention is so important to growth
  • And more!

Episode Overview

Casey Winters is the Growth Advisor in Residence at Greylock Partners.

Casey got interested in growth via his background in marketing and his holistic approach to helping Apartments.com achieve quick growth from 2005-2008.

He then joined GrubHub around the 15 person mark, and helped the company scale from 40,000 users up to 3M when it went public.

In 2013, Pinterest reached out and Casey ended up joining the team to help lead growth and later overcome challenges associated with international expansion and growth.

Today, Casey advises several companies like Pocket, Canva, Reddit and works directly with a handful of portfolio companies as part of his role at Greylock Partners.

Casey joins us to share his story, how he got into marketing and startups, what it was like growing a marketplace like GrubHub from 40,000 users to over 3M, what it was like helping Pinterest expand internationally, how to think about growth & innovation within a startup, and much more.


Some Of The Questions We Ask

2:09
Can you tell us more about yourself - where are you from and what did you study?

2:49
So where did your passion for marketing and startups come from?

3:54
So what was the mindset that helped you down the growth path?

5:19
So what was your time at GrubHub like? How were you guys applying growth ideas to this marketplace?

10:42
In 2013, you ended up joining Pinterest, where you were a Product Lead, focused on Growth at Pinterest. While I’m sure everyone is very familiar with Pinterest, can you tell us a little bit about it and how you created the opportunity to join the team and some of the high level things that you were thinking about?

13:01
What were some of the experiments or tactics to try and solve for the challenges that come with dealing with different cultures, languages and geographies?

16:43
What’s your take on the balance needed around asking users for feedback or insights? How much is too much and when would you recommend doing that?

23:23
So fast forwarding to today, you’re currently a Growth Advisor in Residence at Greylock Partners. Can you share a little bit more about what you’re currently working on and how you advise startups to begin thinking about their own growth framework?

25:50
So you’ve also helped to create some content around Retention and engagement for Reforge with Brian Balfour. Why is Retention & Engagement such an important topic to cover in your experience?

29:35
You’ve mentioned a few resources so far - including the course with Reforge - but are there any other resources that you’ve recently discovered or keep coming back to?

32:41
Do you have any final thoughts or advice to leave us with?


Here are some of the most important links and resources mentioned throughout the show.

Twitter Handles & Websites

Casey Winters on Twitter
Casey Winters on the Web
Greylock Partners on Twitter
Greylock Partners on the Web
Tyler Copeland on Twitter
Franco Varriano on Twitter

Devices, Apps, and Books

Psych'd
Casey's Blog

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