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

20Sales: How Rippling Built Their Sales Machine: How to Hire, Train and Manage the Best SDRs, What is the Right Comp Package for Sales Teams & The Playbook to Start and Scale Your SDR Team

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

🗓️ 7 June 2024

⏱️ 54 minutes

🧾️ Download transcript

Summary

Ashley Kelly is the VP of Global Sales Development at Rippling, the all-in-one platform for HR, IT, and finance. Before Rippling, Ashley played a crucial role in scaling Brex’s outbound sales from $2M to over $300M in ARR, and has hired over 800 SDRs during her time in some of the best tech companies in Silicon Valley, including Lever and Zenefits. 

In Today’s Episode with Ashley Kelly We Discuss:

  1. From NASCAR to Silicon Valley SDR

  • How did Ashley make her way into the world of sales?

  • Why does Ashley think the best AEs and leaders start off as SDRs?

  • What is Ashley’s advice to new SDRs starting their jobs today?

  1. Age of AI: Is SDR Outbound Dead?

  • Does Ashley agree that outbound is dead today? Is SDR dead?

  • How will AI change SDR? Why is Ashley hesitant to adopt AI?

  • Why does Ashley think founders should always build the first sales playbook?

  • What did Ashley mean by SDR is the 3rd pillar between sales and marketing? 

  • What does Ashley think most companies get wrong about outbound?

  1. SDR Hiring: Who, What, When & How

  • When does Ashley think founders should hire their first SDR?

  • How does Ashley structure the hiring process? What questions does she ask?

  • What profile does Ashley look for when hiring for an SDR?

  • How does Ashley structure the finance package? How is it different for each team?

  • Why did Ashley avoid hiring SDRs with SDR experience? Why has she changed her mind?

  • What was Ashley’s biggest hiring mistake? What were her takeaways?

  1. Onboarding New SDR Hires

  • How does Ashley onboard new SDR hires? What is her onboarding timeline?

  • How does Ashley set targets for new hires? When should they be fully productive? 

  • When does Ashley know if a new hire isn’t working?

  • What are common traits among Ashley’s most successful hires?



Transcript

Click on a timestamp to play from that location

0:00.0

I would say you want to look for anyone that has about six months of experience, does not

0:03.9

have to be in sales development. My favorite hires that I've ever made are people that actually

0:09.2

come from recruiting. They're super organized. On an inbound side, if you found someone that's ever

0:13.8

worked in a call center, really good profile. I actually am very bullish on sales development.

0:18.9

I think it's the third pillar within the go-to-market

0:20.9

function and I think that it can stand alone. SDR is kind of the bridge between marketing and

0:25.6

sales. This is 20 sales with me, Harry Stebbings. Now, 20 sales is a monthly show where we sit down

0:30.5

with the best sales leaders in the world to discuss their tips, tactics and strategies to scaling

0:35.4

the best sales teams. Today, we dive inside the sales machine that is

0:39.2

Ripling, one of the fastest growing tech companies in Silicon Valley, now with a $12 billion

0:44.3

valuation. And joining us is Ashley Kelly, VP of Global Sales Development at Ripling. Before

0:50.5

Rippling, Ashley played a crucial role in scaling Brex's outbound sales from $2 million to over

0:56.6

$300 million in ARR and has hired over 800 SDRs during her time in some of the best tech

1:04.2

companies, including Lever and Zenefits. But before we dive into the show today, Clay helps the

1:09.9

best GTM teams uplevel their

1:11.6

data enrichment and outreach workflows. It consolidates 75 plus data enrichment tools into

1:17.2

one credit-based marketplace, letting you search multiple tools at once for contact info, company

1:22.7

details and more. They've tripled data coverage and quality for large Silicon Valley companies

1:27.8

versus using one or a few tools like Zoom Info at a tiny fraction of the cost. Clay even lets you

1:33.9

use AI to do unstructured research. Ask it to visit a list of websites and summarize pricing, decide

1:40.1

if a company is B2B, if it's SOC2 approved, or anything you can think of.

1:44.9

Finally, based on that research, you can use Clay to auto-generate personalized email lines for each lead on your list.

...

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