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

20 Sales: The Biggest Challenges Building Outbound Sales Teams and How To Overcome Them | How The Best Sales Reps Do Customer Discovery | 2 Elements Sales Teams Are Always Responsible For | Sam Taylor, VP Sales and Customer Success @ Loom

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

🗓️ 20 July 2022

⏱️ 52 minutes

🧾️ Download transcript

Summary

Sam Taylor is the VP of Sales and Customer Success @ Loom, an essential tool for hybrid and remote teams allowing you to record quick videos of your screen and cam. At Loom Sam leads Revenue Org including: Direct Sales, Customer Success, Self-Serve Revenue Growth/Assist, Sales Development, Global Customer Support, Revenue Ops + Strategy and Sales Enablement. Prior to Loom, Sam spent over 4 years at Salesforce, following their acquisition of Quip, where he was the first sales leader. Before Salesforce and Quip, Sam spent over 3 years at Dropbox as a mid-market sales leader.

In Today's Episode We Discuss:

1.) Entry into the World of Sales:

  • How did Sam land his first big role in sales at Salesforce?
  • How did the sales orgs differ when comparing Salesforce to Dropbox?
  • What are 1-2 of Sam's biggest lessons from his time at Salesforce and Dropbox that shapes how he thinks today?

2.) Sales People Should Be Customer Therapists:

  • What is the right way to approach customer discovery?
  • How can sales reps get potential customers on a call in the first place?
  • What are the right questions to ask? What engenders the most honesty?
  • What are the wrong questions to ask? What are common mistakes?
  • How do the best sales reps then feed that back to customer success and product?

3.) The When and The Who:

  • When should founders consider hiring their first sales hire?
  • Should this hire be a sales leader or a sales rep? What are the nuances?
  • What are the characteristics of the best first sales hires?
  • What are the first sales hires really on the hook for?
  • Why does Sam disagree with the word "playbook" and instead suggest "frameworks"?

4.) How To Hire The Best: The Process

  • What are Sam's lessons on what it takes to hire the very best sales reps?
  • What are the right questions to ask in the interview process?
  • What tangible case studies or tests are done to measure quality?
  • Who is brought into the hiring process and at what stage?

Transcript

Click on a timestamp to play from that location

0:00.0

This is 20 Sales, the monthly sales show where we interview the best sales leaders to reveal their tips, tactics and strategies.

0:06.8

When it comes to starting and scaling sales teams today, I'm so thrilled to be joined today by a friend and incredible sales leader, Sam Taylor,

0:14.2

VP of sales and customer success at Lume, an essential tool for hybrid and remote teams, allowing you to record quick videos of your screen

0:21.9

and camera.

0:22.7

At Loom, Sam leads all things Revenue Org, including direct sales, customer success, self-serve,

0:28.3

sales development and more.

0:30.0

And prior to Loom, Sam spent over four years at Salesforce, following that acquisition of

0:33.9

Quip, where he was the first sales leader.

0:36.0

And before Salesforce and Quip, Sam spent over three years at Dropbox as a mid-market sales leader, I'd love your

0:41.9

thoughts on these sales shows. You can find me on Twitter at Harry Stebbings. But before we

0:46.2

dive into the show stay, Harmony.a.i can be a total game changer for your company and your

0:51.3

sales team specifically for two core reasons. First, lead gen, Brex,

0:56.1

Ramp, Vouch, Carter, and many others are using harmonics filters to define their ICP and build

1:02.1

feeds of companies that are matching their criteria, whether it be newly formed, recently funded,

1:06.9

key hires made, etc. And then second qualification, companies with a PLG motion like Notion,

1:13.0

Superhuman, are using Harmonics integrations to enrich new leads as they come in. This allows them to

1:18.4

shorten their forms and quickly dedicate sales resources to qualified leads. As I said, this gives

1:23.6

your sales team superpowers they've never had before. You must check them out at harmonic.AI.

1:29.1

And now you've heard me talk a lot about product-led sales on my podcast and on LinkedIn,

1:33.3

and that's because it's the future of how modern software companies go to market.

1:36.8

I first heard about it from a company called Endgame,

1:39.3

and they're creating the product-led sales category with a new product you should know about. I was too late to get in

...

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