Sales Enablement

topic on 3 shows · 13 statements across 11 episodes

the Official SaaStr Podcast Top Founders 20VC

13 statements about Sales Enablement, every show

20VC Insight
Dedicated Sales Enablement Is Needed at 30 to 40 Reps
“So at 10 reps, do you need an enablement person? Probably not. And each circumstance clearly is unique, but at 30 to 40, yeah, you better start to think about it.”
Chad Peets Nov 7, 2025 ▶ 28:38 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
20VC Insight
Delay Formal Sales Enablement Until Closing 10 to 20 Customers
“For a founder at a, you know, let's say a series, a company, I would get some really smart, hardworking you know, enthusiastic individual contributors and go build it. And you won't, and you'll be able to build your enablement after you've closed, you know, 10…”
Carlos Delatorre Jan 24, 2025 ▶ 44:57 Carlos Delatorre, CRO @Harness: Why Every Sales Rep Should Do Pipeline Generation | E1251 · 20VC with Harry Stebbings
20VC Insight
Startups need dedicated sales enablement at 30 to 40 reps
“So at 10 reps, do you need an enablement person? Probably not. And each circumstance clearly is unique, but at 30 to 40, yeah, you better start to think about it.”
Chad Peets Aug 23, 2024 ▶ 27:31 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
20VC Insight
Fiechtner: Early startups should prioritize manager feedback over formal sales enablement
“If I am a good FLM, and if I am empowered and accountable to drive all of the micro moments, and we say, Harry, We just got off this call. Here's the three things you could do better. Help me understand what I could have done better. Like, and actually create …”
Ben Fiechtner Aug 2, 2024 ▶ 32:58 Ben Fiechtner: 12-Week Step-by-Step Framework to Crush Every Sales Quarter | E1185 · 20VC with Harry Stebbings
20VC Insight
Zaparde: Sales confidence stems from enablement and repetition rather than pep talks
“No, it's better enablement, more at-bats right? It's like when you're in this type of situation, You know what to say. And you can say it with confidence. Like you can say that, yes, this thing, yes, our, like our product does that and does it really well. Her…”
Rujul Zaparde Apr 24, 2024 ▶ 24:58 Rujul Zaparde: Why Hiring Inexperienced People is Better | E1144 · 20VC with Harry Stebbings
SAASTR Insight
Rosemblat: Knowledge Matters More Than Visual Polish in Sales Enablement
“The knowledge is all you need. Whether they look good or not, doesn't matter.”
Alex Rosemblat Oct 18, 2023 ▶ 29:27 How to Close More SaaS Deals with Less Budget with Datadog's CMO Alex Rosemblat
20VC Insight
Dorfman: Startups hire RevOps and sales enablement too late
“I always think people hire rev ops too late and sales enablement too late because you can't hire it once you need it. You got to hire it before you need it.”
Eleanor Dorfman Sep 14, 2022 ▶ 38:03 Eleanor Dorfman: How We Scaled Retool to $50M ARR; Red Flags for Sales Hires | 20VC #925 · 20VC with Harry Stebbings
SAASTR Insight
Bouten: Category classification aids sales and fundraising, but takes immense time
“You know, if people are able to put your company, your software into a category, it actually helps with selling more deals, it helps with closing funding rounds, because people have a better understanding in which space you're in. It impacts, ah, attracting ce…”
Pieterjan Bouten Aug 30, 2022 ▶ 13:57 Scaling From $10M-$100M ARR: The Good, The Bad and The Ugly with Showpad Co-Founder Pieterjan Bouten
SAASTR Opinion
Bouten: Sales enablement software is only at roughly 10% market penetration
“I think enablement is at like 10% penetration today. I think it's still a massive market.”
Pieterjan Bouten Aug 30, 2022 ▶ 46:19 Scaling From $10M-$100M ARR: The Good, The Bad and The Ugly with Showpad Co-Founder Pieterjan Bouten
20VC Insight
Herzberg: Founders wait too long to hire revenue ops and sales enablement
“They wait way too long to hire revenue ops and sales enablement teams to make the team successful. So they invest all this time and money Into hiring a sales leader, maybe some sales reps, and they don't have the support systems to set them up to thrive and sc…”
Dannie Herzberg Feb 2, 2022 ▶ 40:11 20 Sales: How To Build Sales Teams with a Product-Led-Growth GTM, What is a Sales Hiring Scorecard and How To Construct Yours & How To Structure the Onboarding Process for all New Sales Hires with Dannie Herzberg, Partner @ Sequoia Capital
Cornish: Call reluctance stalls B2B sales reps at three follow-ups
“We found that on average people follow up about three times, but it takes a team plus contacts to actually close a deal. So there's a big discrepancy between those two. And you start looking and go, why are they not following up? And you start finding that the…”
Robert Cornish Oct 6, 2020 ▶ 7:31 Richter Hits $4.5m Fine Tuning Sales Process For F500 Brands
SAASTR Insight
Headley: Sales onboarding should target 20 outcomes across four daily sessions
“What are the top 20 things that you want your reps to walk away with, and why is it 20? Because you can structure your five day a week new hire training, two sessions in the morning, two afternoon, And that's where adults can really learn, and that's about wha…”
Hilary Headley Jun 10, 2020 ▶ 10:18 7 Key Tips & Tricks to Getting More Revenue per AE with Salesloft, Zoom and Fireeye
SAASTR Insight
Headley: Ratios of 20 reps per manager destroy sales ramp and productivity
“Sales enablement seems to almost be exclusively for sales reps. And I think we've forgotten our managers and there's some things out there that I feel like a manager ratio some of the companies I've heard or even been at have been 50 to one 20 to one, and I'm …”
Hilary Headley Jun 10, 2020 ▶ 21:17 7 Key Tips & Tricks to Getting More Revenue per AE with Salesloft, Zoom and Fireeye

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