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
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?
SaaStr 403: Loom's VP Sales, Sam Taylor on Sales' Role in a Product-Led-Growth Organisation, How Sales Can Most Effectively Work With Marketing & When To Hire Your First Reps When Selling Bottoms Up
Sam Taylor is the VP of Sales and Success @ Loom, the startup that helps you get your message across by making it easy to record instantly shareable videos. To date, they have raised over $73M from some of the best in the business including Sequoia, Kleiner Perkins, General Catalyst and Point Nine to name a few. As for Sam, prior to Loom, Sam spent over 4 years at Salesforce following their acquisition of Quip, a startup Salesforce acquired for $750M where Sam was also the 1st sales leader. Before Quip, Sam spent an incredible 3 years at Dropbox where he was the first enterprise sales rep in the entire company.
In Today's Episode We Discuss:
How Sam made his way into the world of SaaS with Dropbox and how that led to his leading the sales and success team today @ Loom?
What was Sam's biggest lesson from scaling the sales team at Dropbox? How did his 4 years at Salesforce change his operating mentality? Thinking of Dropbox, how does Sam justify the role of sales in a world of product-led growth? How do product and sales work together most efficiently? What can one do to structure that relationship?
Does Sam agree that the founder is the one who has to create the sales playbook? When is the right time to hire the first sales rep? Should you hire 2 at a time? What does one look for in their first sales hire? What measurements should be used to determine their success? How does this change when selling to SMBs vs enterprise?
How does Sam think about the relationship between sales and marketing? Are marketing becoming the new sales team with their content being used more and more in the sales funnel? How should the success of marketing be measured? Does it have to be tied to a number related to revenue?
Sam's 60 Second SaaStr:
Biggest challenge of Sam's role with Loom today?
What would Sam most like to change in the world of SaaS?
What is Sam's biggest weakness as a sales leader?
Read the full transcript on our blog: https://www.saastr.com/saastr-podcast-403-with-loom-vp-of-sales-sam-taylor/
If you would like to find out more about the show and the guests presented, you can follow us on Twitter here:
Jason Lemkin
Harry Stebbings
SaaStr