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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

20VC: Rippling's Parker Conrad on The Four Main Benefits From Building a Compound Startup | Why There Should Never Be a Trade-Off Between Speed and Quality | How Zenefits Gave Parker a Chip on the Shoulder and Why That is so Important?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC

Finance, Venturecapital, Tech News, News, Siliconvalley, Technology, Investing, Startups, Business

4.4637 Ratings

🗓️ 3 October 2022

⏱️ 45 minutes

🧾️ Download transcript

Summary

Parker Conrad is the Founder & CEO @ Rippling, the company that lets you easily manage your employees’ payroll, benefits, expenses, devices, apps & more—in one place. To date, Parker has raised over $697M for Rippling from some of the best including Sequoia, Founders Fund, Greenoaks, Bedrock, Kleiner Perkins and Initialized to name a few. Prior to founding Rippling, Parker was the Co-Founder and CEO @ Zenefits and if that was not enough, Parker is also a prominent angel having invested in Census, Pulley and then also AgentSync and TrueNorth, alongside 20VC Fund.

In Today's Episode with Parker Conrad:

1.) Entry in Startups and Zenefits:

  • How did Parker make his way into the world of startups?
  • How did Parker end up being kicked out of his own company, Zenefits? How did he respond?
  • How did that experience of being kicked out of Zenefits inspire him to build Rippling?

2.) Parker Conrad: The Leader:

  • How does Parker define "high performance"? How would Parker describe his leadership style today?
  • Why does Parker fundamentally disagree that with speed comes a trade-off in quality? How does Parker ensure Rippling does all things fast and to the best of its ability?
  • How would Parker break down his decision-making framework today? How does he decide what to prioritize vs not? How does he decide what to delegate vs not?
  • What are Parker's biggest insecurities in leadership today? How have they changed over time? What does Parker do to combat and mitigate them?

3.) Rippling: The Compound Startup

  • How does Parker define a compound startup?
  • What types of business do this verticalized approach work for vs not work for?
  • What does Parker believe are the 4 core benefits of this approach?
  • What are the single biggest challenges of building a compound startup?

4.) Rippling: The Economics:

  • How does this compound startup approach impact ability to cross-sell? How much net new ARR today comes from cross-sell?
  • What have been some of Rippling's biggest lessons on what it takes to do cross-sell so effectively?
  • How do the margin profiles differ across their different products? How have the margin profiles changed over time?
  • Why does Parker not believe that most startup margins are accurate?
  • How does the compound startup approach change the amount invested in R&D? How does that impact the fundraising requirements of the business?

5.) Rippling: The Partner Ecosystem:

  • How does Rippling think about building out the best partner ecosystem? What will it take for that to work?
  • Why do Rippling want to introduce services that compete with their own products? Why do they not only build their own?
  • How do the margins differ when comparing revenue share on partner products vs Rippling products?
  • What are the single biggest barriers to this partner ecosystem working?

Transcript

Click on a timestamp to play from that location

0:00.0

This is 20 VC with me, Harry Stebbings, and this week we have a special two-part episode

0:04.0

focused on the incredible business that is Rippling. Over the last few weeks, they announced

0:08.3

their entrance into spend management and another step in their mission to build the app store

0:12.7

for business. And so today, I'm so excited to welcome back to the show, Rippling founder and CEO,

0:18.1

Parker Conrad. For those that don't know, Rippling lets you easily manage

0:21.6

your employees' payroll, benefits, expenses, devices, and apps in one place. To date, Parker has

0:28.1

raised over $697 million for Rippling from some of the best, including Sequoia, Founders Fund,

0:34.0

Green Oaks, Bedrock, Kleiner Perkins, and initialised, to name a few.

0:37.7

And prior to founding, Rippling, Parker was the co-founder and CEO at Xenophis.

0:41.5

And if that wasn't enough, Parker's also a prominent angel, having invested in the likes of

0:45.4

Census, Pooley, and then also Agents Inc and True North, alongside 20VC fund for the last two.

0:51.2

And I want to say huge thank you.

0:52.5

This was such a team effort on the schedule.

0:54.5

Neil at Greenoots, Gary had initialized, Mamuna Kleiner, Ben Ling, and many more for some amazing

0:59.5

questions suggestions today. But before we move into the episode today, Harvard Management Company

1:04.3

is constantly seeking out the next generation of great investors and entrepreneurs.

1:08.9

HMC has managed Harvard University's Endowment for nearly 50 years

1:12.9

and was one of the first institutional investors in venture capital. Their experience and long-term

1:17.8

investment horizon makes some ideal partners to get world-changing ideas on a path to viability and

1:23.6

success. They work as a true partner, providing insightful perspectives to help managers succeed.

1:29.1

I personally have had the pleasure of working with the HMC team and can say that they are

1:33.0

truly exceptional partners and savvy investors. Whether you are launching your first fund or your fifth,

...

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