salespeople

27 statements across 21 episodes · 7 bullish · 9 bearish · 18 people on the record · first statement Mar 9, 2022 by Jeanne DeWitt Grosser · across every show →

Everything said about salespeople, oldest first

Mar 9, 2022
Insight
Grosser: Tech founders wrongly view salespeople as purely coin-operated
“You know, tech founders have like a real apprehension about sales. There seems to be this point of view that we're all coin operated. We're all effectively like car sales people. Right. And that's just really not actually true.”
Jeanne DeWitt Grosser Mar 9, 2022 ▶ 9:24 20 Sales: The Stripe Sales Playbook; Who Should Create It, When Should it Be Done, Where Do Many Go Wrong | How To Identify 10x Sales Hires and How To Structure the Hiring Process in Sales with Jeanne DeWitt Grosser, Head of Americas Revenue & Growth @ St
May 25, 2022 positive
Opinion
The best tech companies put sales on equal footing with product
“A lot of times in tech, frankly, I think sales people are second class citizens. Because they're not building a product and all that, and I think I would love to change that, because I think the best companies are the ones where sales, collecting customer feed…”
Oliver Jay May 25, 2022 ▶ 53:43 Oliver Jay: How To Create and Execute a World-Class Sales Playbook | 20VC #889 · 20VC with Harry Stebbings
Jun 22, 2022
Insight
Evaluating personal performance in deal reviews leads to performative updates
“I think the biggest one is when salespeople feel that it's like any adversity in the deal review. When the deal review for the salesperson is like a review of their personal success, then it becomes a show. They become defensive. They show you only the things …”
Zhenya Loginov Jun 22, 2022 ▶ 46:48 Mire CRO Zhenya Loginov: Hiring Tips for Sales; Why Dropbox Lost Enterprise | 20VC #900 · 20VC with Harry Stebbings
Oct 4, 2023 positive
Insight
Rosenberg: Asking payoff questions reduces discounting and speeds deal closing
“That's the question that's always missed by salespeople. They're just so happy to hear something that they think they can sell against. That they move too fast. Slow it down and ask that payoff question, because if you truly understand what the value is of sol…”
Matt Rosenberg Oct 4, 2023 ▶ 25:40 Matt Rosenberg: Why You Should Not Hire Sales Leaders From Big Companies | E1068 · 20VC with Harry Stebbings
Mar 8, 2024 positive
Insight
Cassidy: Sales Reps Who Generate Own Deal Flow Are Timeless
“Salespeople that are independent on an SDR team to drive their own deal flow is going to be a timeless recipe for success.”
Brendon Cassidy Mar 8, 2024 ▶ 43:49 Brendon Cassidy: Why You Should Never Hire Someone You Do Not Know in Your First Five Hires | E1124 · 20VC with Harry Stebbings
Apr 12, 2024
Insight
Sam Blond: Startups should only offer discounts late in sales cycles to drive urgency
“I think where people make mistakes and salespeople in particular make mistakes is like just defaulting to discounting. This is something that happens very late in a deal and it happens with A very clear trade-off, which is driving urgency to close.”
Sam Blond Apr 12, 2024 ▶ 1:10:01 Sam Blond: Why Startups are Doing Outbound Wrong and How to Fix It | E1139 · 20VC with Harry Stebbings
Apr 12, 2024 negative
Opinion
Blond: Modern Salespeople Are Lazy and Overdependent on SDRs
“Today's salespeople have gotten a little bit lazy. And I think they and we, cause I consider myself, you know, part of this community. Couple of things have happened. One, we have become overly dependent on marketing, SDR, anybody to source our own leads. We a…”
Sam Blond Apr 12, 2024 ▶ 1:12:27 Sam Blond: Why Startups are Doing Outbound Wrong and How to Fix It | E1139 · 20VC with Harry Stebbings
Aug 2, 2024 positive
Insight
Fiechtner: Salespeople are not lazy, they just seek the quickest path
“I tell people all the time, salespeople aren't lazy. They just are wired to find the quickest path from point A to point B.”
Ben Fiechtner Aug 2, 2024 ▶ 15:05 Ben Fiechtner: 12-Week Step-by-Step Framework to Crush Every Sales Quarter | E1185 · 20VC with Harry Stebbings
Aug 23, 2024
Insight
Salespeople are predictable and driven entirely by compensation plans
“Salespeople are great because they're predictable. I can get you to do whatever I want you to do by setting up the comp plan accordingly.”
Chad Peets Aug 23, 2024 ▶ 23:22 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Sep 18, 2024 negative
Insight
Kothari: Omitting sales quotas hurt Notion's early growth
“Some of the best salespeople They join because there is a quota, because they can hit a number, because they can outperform that number. And so actually not having that and not having, you know, the attribution really hurt us, I think the first year or two.”
Akshay Kothari Sep 18, 2024 ▶ 13:22 Akshay Kothari: How Notion Has More Money Than Ever & Why Startup Fundraising is Broken | E1203 · 20VC with Harry Stebbings
Nov 22, 2024 negative
Insight
Fougere: Sales reps with discounting authority always offer the maximum discount
“Without the right leadership, and even sometimes with the right leadership, salespeople left to the left to their own devices will peg at maximum discount, 100% of the time.”
Dan Fougere Nov 22, 2024 ▶ 57:00 Dan Fougere, CRO @Datadog: Why Discounting is Dangerous and Contract Sizes are Misleading | E1229 · 20VC with Harry Stebbings
Nov 22, 2024 positive
Insight
Fougere: Junior sales reps can close major deals with proper training
“Over my experience over the past few years that very junior people can do very big deals with the right training and the right leadership. And that is very different than what most salespeople are taught is that only the most senior salespeople can do the big …”
Dan Fougere Nov 22, 2024 ▶ 1:17:55 Dan Fougere, CRO @Datadog: Why Discounting is Dangerous and Contract Sizes are Misleading | E1229 · 20VC with Harry Stebbings
Jan 24, 2025 negative
Opinion
Sales' Negative Reputation Deters Capable Talent From Sales Careers
“Maybe the reputation that salespeople are slimy or greedy or anything like that, because I think it prevents capable, it prevents some capable people from pursuing a job that could be the best job that they've ever had.”
Carlos Delatorre Jan 24, 2025 ▶ 1:08:58 Carlos Delatorre, CRO @Harness: Why Every Sales Rep Should Do Pipeline Generation | E1251 · 20VC with Harry Stebbings
Jan 24, 2025
Insight
Carlos Delatorre: Salespeople Do Not Sell; Buyers Buy
“I don't believe salespeople sell. Buyers buy. All salespeople can do is create an environment that is conducive to that purchase decision.”
Carlos Delatorre Jan 24, 2025 ▶ 1:06:13 Carlos Delatorre, CRO @Harness: Why Every Sales Rep Should Do Pipeline Generation | E1251 · 20VC with Harry Stebbings
Jan 24, 2025 negative
Assertion Not checkable as stated
Fewer Than 10% of Sales Reps Excel at Pipeline Generation
“Less than 10%. It's elite. It is highly, highly correlated with elite salespeople that have the ability and the tenacity, the willingness.”
Carlos Delatorre Jan 24, 2025 ▶ 26:08 Carlos Delatorre, CRO @Harness: Why Every Sales Rep Should Do Pipeline Generation | E1251 · 20VC with Harry Stebbings
Jan 24, 2025
Insight
Qualification Frameworks Succeed When Reps Use Terminology Peer-to-Peer
“The real beauty of operationalizing a qualification framework like MedPig, the real beauty of it is that any given sales rep who let's say is going through a deal review, they are learning the concepts in the context of this one deal, but then Now they know th…”
Carlos Delatorre Jan 24, 2025 ▶ 46:38 Carlos Delatorre, CRO @Harness: Why Every Sales Rep Should Do Pipeline Generation | E1251 · 20VC with Harry Stebbings
Feb 12, 2025
Disclosure
Most teams at Odoo operate without performance goals
“So on some teams, like the salespeople, we have goals, obviously they have sales target, but it's an exception. Most of the teams don't have.”
Fabien Pinckaers Feb 12, 2025 ▶ 23:28 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
Mar 7, 2025 negative
Opinion
Stebbings: Most tech salespeople and sales leaders are not good
“I don't think the majority of salespeople are very good. I don't think the majority of sales leaders are very good.”
Harry Stebbings Mar 7, 2025 ▶ 13:46 Julian Teixeira, CRO @ 1Password: How to Hire and Train Your First Sales Hires · 20VC with Harry Stebbings
Apr 4, 2025 negative
Opinion
Mukherjee: Current salespeople are unprepared after four easy years
“Yes. We had it relatively easy the past four to five years, and I don't want to be morbid, but”
Ishan Mukherjee Apr 4, 2025 ▶ 0:20 20Sales: How the Best Sales Teams Use AI to Win Enterprise Deals | Sales Teams Will Be Dramatically Smaller | How to Ramps Sales Reps Way Faster | Why Unpaid Design Partners are BS | Why this Generation of Sales is Soft with Ishan Mukherjee @ Rox
Aug 4, 2025
Insight
High sales payouts are an early startup's best recruiting tool
“Early days, you got to make sure that salespeople are crushing their numbers and making money, because that's going to be your best recruiting engine.”
Ron Gabrisko Aug 4, 2025 ▶ 35:50 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Sep 12, 2025 negative
Assertion Not checkable as stated
Bendov: 75% of sales compensation pays for non-selling administrative work
“You're paying three out of four dollars you're paying them is to do uninteresting work that can be decimated with AI, and the salespeople would be willing to pay out of their own pocket for this because they hate it.”
Amit Bendov Sep 12, 2025 ▶ 17:54 20VC: Why AI SDRs are BS and Do Not Work | How to Use AI in Your Sales Team and Process to Win Today | What Skills Do All New Reps Need to Have in an AI First World with Amit Bendov, CEO @ Gong
Oct 20, 2025
Insight
Bouaziz: Salespeople require nine to 12 months to comfortably sell new products
“Most salespeople take nine months to a year to be comfortable selling a product.”
Alex Bouaziz Oct 20, 2025 ▶ 45:31 Deel CEO, Alex Bouaziz on Raising $300M+ at a $17BN Valuation · 20VC with Harry Stebbings
Nov 7, 2025
Insight
Sales Rep Behavior Can Be Directed Completely via Compensation Plans
“Salespeople are great because they're predictable. I can get you to do whatever I want you to do by setting up the comp plan accordingly.”
Chad Peets Nov 7, 2025 ▶ 24:46 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Jan 9, 2026 positive
Insight
Peet: LLMs allow sales reps to run technical demos without sales engineers
“Now I expect reps to do their own demos. Why? Cause you can go into Grok. And of course I'm going to go with Grok, but you can go into one of the LLMs and we can enable these salespeople from a technical perspective in a way that wasn't really possible before.…”
Chad Peets Jan 9, 2026 ▶ 57:25 20Sales: Why the Best Sales People are F**** in the Head | Why Remote Work is BS | Why Europe is a Nightmare for Recruiting Sales Teams | How to Build a Sales Machine | What Everyone Gets Wrong Today in Sales with Chad Peets
Apr 25, 2026 positive
Insight
Masad: Enterprise software sales reps are evolving into AI educators and consultants
“And also the sales role is changing in that salespeople are becoming more like educators and transformation sort of consultants.”
Amjad Masad Apr 25, 2026 ▶ 36:51 Replit CEO: Why the SaaS Apocalypse is Justified & Why Coding Models are Plateauing | Amjad Masad · 20VC with Harry Stebbings
May 23, 2026 negative
Opinion
Peets: Current tech sales compensation models are fundamentally unsustainable
“What salespeople are currently being paid today is not sustainable. You cannot pay salespeople this amount of money and have a company that's cashflow positive and so on and so forth. Right now, nobody cares because there's so much funding out there and they'r…”
Chad Peets May 23, 2026 ▶ 1:07:18 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
May 23, 2026
Insight
Peets: Great products lose money with bad salespeople
“Even if you have the best product in the world, you're still going to leave money on the table if you have shitty salespeople.”
Chad Peets May 23, 2026 ▶ 0:00 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
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