The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 113 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 7 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Assertion Not checkable as stated
Conrad: Rippling lacked an accounting function during its Series A
“This was at a stage of the company where we had revenues and cost, but, like, in terms of, like, nailing it down, like, we did not have an accounting function, we did not have anything.”
Parker Conrad Apr 26, 2021 ▶ 31:44 20VC: Rippling's Parker Conrad on Why The VC/Founder Marriage Analogy is Weird, Why The Notion of Focus, Focus, Focus is Overrated, Why Narrow Point Solutions Are Not Best in Class Products & The Rise of the "Compound Startup"
Disclosure
Daniel Gross reveals angel investment in Parker Conrad's Rippling
“My most recently announced investment is a company called Rippling, which was started by the CEO of Zenefits, Parker Conrad”
Daniel Gross Aug 21, 2017 ▶ 27:46 20VC: YC's Daniel Gross on How YC Can Democratise AI & Reduce Incumbency Advantages, Why ML Enabled Software Will Eat The Software That Ate The World & Whether AI Will Produce Independent Companies or Be Technology within Incumbents
Assertion Not checkable as stated
Plank: Rippling's average sales cycle for mid-market deals is 50 to 60 days
“In our mid market segment where we have a 45,000 dollar average deal size, it's probably the average sales cycle is probably like 50 days. Like you'll get deals that come in and, you know, a month at the right time of year. And then you'll get deals that take …”
Matt Plank Dec 20, 2024 ▶ 19:43 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Plank: Rippling replaces existing software in almost every new customer win
“At least in our case, You know, we are ripping and replacing something pretty much every time, you know, we bring on a new customer.”
Matt Plank Dec 20, 2024 ▶ 3:33 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Rippling manages sales planning across 50 distinct sub-segments
“For us at Ripley, we have 50 different Sub-segments, right? So you have, you know, SMB, and mid-market, and enterprise, and channel sales, and product sales, and all the different products, and so, if you think about, there's like, 50, you know capacity plans …”
Matt Plank Dec 20, 2024 ▶ 13:13 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Disclosure
Plank: Rippling had zero outbound sales generation until 2022
“Up until two years ago, Like the sales org myself and like everyone that reported to me literally never once thought about generating an outbound demo or like even like it was 100% like demos pop up on your calendar.”
Matt Plank Dec 20, 2024 ▶ 43:24 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Plank: Rippling wins 50% to 60% of low-end SMB sales opportunities
“We sell the companies as small as, you know, three, four employee founders running payroll for the first time. Right. And so on the very low end of that market, you know, we win 50, 60% of the opportunities. And honestly, the majority of the ones we don't win,…”
Matt Plank Dec 20, 2024 ▶ 15:58 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
Assertion Not checkable as stated
One-third of Rippling SDR managers were promoted internally
“In fact, if you look at my org today, about a third of my SDR managers have actually come from the SDR role internally.”
Ashley Kelly Jun 7, 2024 ▶ 2:22 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Rippling's SDR org supports 31 business functions
“We support about 31 different functions across the business.”
Ashley Kelly Jun 7, 2024 ▶ 11:54 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
Disclosure
Rippling SDRs only receive quota credit when AEs advance deals
“Their quota is based off of what we call stage two opportunities. So basically a demo has been held by an AE. The AE has decided, yes, this is a director hire within one of our personas. It's something that can actually be a customer of ours. We have next step…”
Ashley Kelly Jun 7, 2024 ▶ 26:22 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
Disclosure
Rippling recently started using Clay for outbound personalization
“We just started using clay to help with personalization.”
Ashley Kelly Jun 7, 2024 ▶ 25:27 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
Disclosure
Rippling uses a 70% base and 30% variable SDR compensation model
“As far as the comp structure, we do a 70% base salary, and then we do 30% based off of their variable, which is tied to their quota.”
Ashley Kelly Jun 7, 2024 ▶ 26:07 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
Disclosure
Bedrock accumulated Rippling secondary shares leading up to catalyzing its Series D
“And after that screw up, we opportunistically bought secondary. Predominantly preferred secondary, because part of our thesis is this is going to be a relatively small preferred stack for the scale of the company that they're building at several junctures, and…”
Geoff Lewis Oct 5, 2022 ▶ 28:33 Geoff Lewis: Why I Put $200M into Rippling; Uncapped Notes; "Compound Startups" | 20VC #933 · 20VC with Harry Stebbings
Disclosure
Bedrock quadrupled down on Rippling by co-leading its Series D
“And the value proposition is uniquely suited, I think, to our times, which was part of why we decided to, you know, Quadruple into the company by co-leading that Series D round earlier this year.”
Geoff Lewis Oct 5, 2022 ▶ 11:19 Geoff Lewis: Why I Put $200M into Rippling; Uncapped Notes; "Compound Startups" | 20VC #933 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Conrad: Rippling initiates new products by assigning internal product founders
“For us to start a new product, you know, step one is like finding someone to like be the founder of that product within Rippling. And often that person has founded a company before, but not always.”
Parker Conrad Oct 3, 2022 ▶ 40:45 Parker Conrad: How I Got Ousted from Zenefits and Came Back with a Vengence | 20VC #932 · 20VC with Harry Stebbings
Disclosure
Conrad: Rippling uses semi-autonomous business units for individual products
“And so what we do is we have almost more of a business unit organizational structure where we have people leading individual cross-functional teams that are building specific products, whether, you know, in our case, that's payroll or insurance or device manag…”
Parker Conrad Apr 26, 2021 ▶ 19:55 20VC: Rippling's Parker Conrad on Why The VC/Founder Marriage Analogy is Weird, Why The Notion of Focus, Focus, Focus is Overrated, Why Narrow Point Solutions Are Not Best in Class Products & The Rise of the "Compound Startup"
Disclosure
Rippling places all inbound and outbound SDR teams under one org
“While I report into our CRO at Rippling, like The relationship that we have is really SDR is kind of the bridge between marketing and sales. And so all of inbound and outbound sits underneath underneath my org”
Ashley Kelly Jun 7, 2024 ▶ 9:16 Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings
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