Chief Revenue Officer

also referred to as: chief revenue officers · cro · cro's · cros

24 statements across 15 episodes · 4 bullish · 6 bearish · 12 people on the record · first statement May 27, 2021 by Byron Deeter · across every show →

Everything said about Chief Revenue Officer, oldest first

May 27, 2021 negative
Insight
Hiring a Big-Company CRO Too Early Disadvantages Early-Stage Startups
“And so hiring the big company CRO at that point is not only overkill, but it probably sets you up at a disadvantage because they're going to be disconnected. They're going to be layering in other execs. They're going to be working on process when really you ne…”
Byron Deeter May 27, 2021 ▶ 20:33 20VC: The Twilio Memo: Bessemer's Byron Deeter on How a $125K Initial Check Became Bessemer's Largest Position, What The Influx of Late-Stage Capital Means For Venture Today & Why The Incumbent Advantage Is Now An Incumbent Disadvantage
Feb 2, 2022
Insight
Herzberg: Startups only need a CRO after proving sales formula
“You need a CRO when you're past the zero to one phase. So the sales formula is working. It's time to scale it to the next level.”
Dannie Herzberg Feb 2, 2022 ▶ 14:06 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
Feb 2, 2022
Insight
Herzberg: Early startups in low $10Ms ARR should hire VPs, not CROs
“So if you're an earlier stage company, let's say in the low two Tens of millions. I would hire a VP or an SVP so that they have something to grow into. We with sales DNA are very internally competitive, so it's always good if there's something to work toward.”
Dannie Herzberg Feb 2, 2022 ▶ 14:16 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
Oct 21, 2022 negative
Opinion
Harrison: Andreessen Horowitz's executive Slack channels fail as genuine communities
“Some examples of this, even like Andreessen has some of these where they have like, you know, Slack channels where they'll take the CROs of all their companies and dump them into Slack channel. It's not a good community. It's an attempt at trying to like coale…”
Kyle Harrison Oct 21, 2022 ▶ 31:45 Kyle Harrison: Why 75% of Active Investors Will Disappear in the Next Few Years | 20VC #940 · 20VC with Harry Stebbings
Jan 25, 2023 positive
Insight
Being a CRO is ultimately about math and score optimization
“And the math behind it to win being a CRO really is not all that different. You have to adapt constantly. It's very dynamic. You're putting together all of these different elements into a strategy. And ultimately the math has to work and really just the score …”
Stevie Case Jan 25, 2023 ▶ 6:26 Stevie Case: World's First Female Pro Gamer; Hiring Tips for Sales; PLG vs Enterprise | 20VC #970 · 20VC with Harry Stebbings
Nov 10, 2023
Insight
Founders should hire a VP of Sales before a Chief Revenue Officer
“I think it's a mistake for a founder to hire a chief revenue officer right away, because the getting rid of a chief revenue officer is going to be more painful versus, Hey, you have a VP of sales and you can hire over them and you can make that VP of sales a H…”
Chris Degnan Nov 10, 2023 ▶ 16:13 Chris Degnan: Why You Should Hire a Head of Sales Sooner Than You Think | E1080 · 20VC with Harry Stebbings
Aug 2, 2024 negative
Insight
Fiechtner: New CROs fail by copy-pasting playbooks instead of adapting
“I think too often they come in with design playbooks or this worked at this company and blah, blah, blah. And I'm going to copy and paste it here instead of coming in with design principles about these are the things that I know and the frameworks that I can a…”
Ben Fiechtner Aug 2, 2024 ▶ 54:08 Ben Fiechtner: 12-Week Step-by-Step Framework to Crush Every Sales Quarter | E1185 · 20VC with Harry Stebbings
Aug 23, 2024
Insight
Missing sales headcount targets inevitably breaks next year's revenue forecast
“When you're hiring at scale, you have to hire. Because if you can't hire next year's forecast, not this year's, but next year's forecast is shot. Now you're going to the board saying, I got to lower the number. I know we raised off of doing 200 next year. I ge…”
Chad Peets Aug 23, 2024 ▶ 43:09 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Aug 23, 2024
Insight
CROs know what customers buy better than product teams
“The person that knows what the customer wants to buy is the person that's talking to the customer. It's the CRO.”
Chad Peets Aug 23, 2024 ▶ 16:39 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Aug 23, 2024 positive
Disclosure
Sutter Hill Ventures hires CROs before startups build products
“So we do something unique at Sutter Hill in that we bring in a CRO pre-product, right?”
Chad Peets Aug 23, 2024 ▶ 11:51 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Aug 23, 2024
Insight
CROs who accept unrealistic forecasts will be fired in nine months
“CEO's, CRO's got a decision. You either stand up for it right there, or you accept the fact you're getting fired in nine months. Because you know you're not hitting that number, and I promise you they're gonna blame you, and this happens a lot.”
Chad Peets Aug 23, 2024 ▶ 59:59 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Aug 23, 2024
Insight
Wealthy veteran sales executives rarely return to operational CRO roles
“Most of these guys are now reaching a point where they've made so much money where they may not want to go back and do this again. So you have to look for the next generation.”
Chad Peets Aug 23, 2024 ▶ 11:30 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Aug 23, 2024 positive
Opinion
CROs, not founders, should decide sales enablement hiring
“So first of all, it should be the CRO's decision, not the founders.”
Chad Peets Aug 23, 2024 ▶ 27:11 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Sep 11, 2024
Insight
Schneider: CROs must forecast revenue 90 to 180 days out within 3%
“And so my job always was, be able to call the number, 90 to 180 days in advance, plus or minus three percent.”
David Schneider Sep 11, 2024 ▶ 9:02 David Schneider: Why the Worst VCs are "Seagull VCs" & VC Value Add - Is it Real? | E1200 · 20VC with Harry Stebbings
Oct 30, 2024 negative
Opinion
Saarinen: VCs push founders to hire executive roles prematurely
“VCs? Tend to push you to hire more leadership people, but then it's not always the right time, or it's also tough to find the right person to like, at least for me, I'm again, looking for a fit in that leadership role. So I think there's way too much push on l…”
Karri Saarinen Oct 30, 2024 ▶ 31:26 Karri Saarinen: How to Grow Capital Efficiently in a World of BS Growth | E1221 · 20VC with Harry Stebbings
Nov 22, 2024 neutral
Assertion Supported
Fougere: Chief Revenue Officers typically receive around 1% equity
“Generally speaking, a CRO is going to have like one percent, you know, so something like that.”
Dan Fougere Nov 22, 2024 ▶ 46:53 Dan Fougere, CRO @Datadog: Why Discounting is Dangerous and Contract Sizes are Misleading | E1229 · 20VC with Harry Stebbings
Dec 20, 2024
Insight
At $200M revenue, CRO role shifts from closing deals to sales operations
“By the time you get to be maybe, I don't know, two hundred million or something, like your job as the CRO, it completely changes to essentially like head of sales operations. Like you have a great sales operations team, but At some point it transitions complet…”
Matt Plank Dec 20, 2024 ▶ 14:57 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Nov 7, 2025 negative
Insight
Hiring the Wrong CRO Is Founders' Biggest Mistake Scaling to $10M ARR
“They hire the wrong CRO. Pure and simple. You hire the wrong CRO because you have no idea what you're looking for.”
Chad Peets Nov 7, 2025 ▶ 1:02:50 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Nov 7, 2025 positive
Insight
Startups Must Hire a CRO Pre-Product to Build Sales Playbooks
“We bring in a CRO pre-product. You need a salesperson to create the sales playbook.”
Chad Peets Nov 7, 2025 ▶ 0:00 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Nov 7, 2025
Insight
Product Roadmaps Built Without CRO Input Fail to Capture True Demand
“Well, who designs the product roadmap? Oh, the product organization does. You got problems, right? Because product organization is going to go build what they think the customer wants to buy. The person that knows what the customer wants to buy is the person t…”
Chad Peets Nov 7, 2025 ▶ 18:29 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Nov 28, 2025
Assertion Partly supported
Stebbings: John McMahon is the only five-time public software CRO
“He's the only person to have served as chief revenue officer at five public software companies.”
Harry Stebbings Nov 28, 2025 ▶ 0:18 20Sales: John McMahon on How to Hire, Train & Retain the Best Sales Reps | How Sales Changes in a World of AI | Sales Lessons from Snowflake and MongoDB | How to Create and Drive a Sales Process with Urgency
May 23, 2026
Assertion Not publicly verifiable
Peets: Chief Revenue Officers are receiving $100M compensation packages
“I know CRO's getting a hundred million dollar packages.”
Chad Peets May 23, 2026 ▶ 1:01 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
May 23, 2026 negative
Prediction Not checkable as stated
Peets: Founders must commit to replacing underperforming CROs to work together
“And then I'll go through their sales organization and say, look, I've gone through the sales organization, particularly your chief revenue officer. I can't work with him or her. So in order for me to come in, you have to commit now that we're going to replace …”
Chad Peets May 23, 2026 ▶ 31:11 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Sep 5, 2026 neutral
Assertion Not checkable as stated
Stebbings says Chief Revenue Officer compensation packages can exceed $50 million
“I will see CRO packages in the fifty million plus range, by the way.”
Harry Stebbings Sep 5, 2026 ▶ 34:45 How to Build Your Own Data Center & Why Every Startup Should Do It
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