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SAASTR Assertion Not checkable as stated
Plank: 50% of Rippling's outbound demos are booked over the phone
“And the reality is that's because 50% of our demos that are booked in outbound are booked over the phone.”
Matt Plank Sep 27, 2024 ▶ 7:49 The Revenue Playbook: Rippling’s Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank
20VC Assertion Not checkable as stated
Plank: Non-US HR software markets lag the US by a decade
“All of the U S non U S markets, like starting with Canada and for sure in Europe and, you know, an APAC, like their HR software landscape is at least a decade behind where the U S is”
Matt Plank Dec 20, 2024 ▶ 51:12 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Prediction Not checkable as stated
Plank: Rippling will not fund inefficient top-of-funnel spend for growth
“No matter how much money we have, we could be sitting on a billion dollars of cash. Like we are not going to go invest in top of funnel that is inefficient just to grow faster.”
Matt Plank Dec 20, 2024 ▶ 53:03 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
SAASTR Assertion Not checkable as stated
Plank: Rippling's 150 outbound SDRs achieve 3% to 7% conversion
“If you fast forward to today, 10 months later, we have about a 150 outbound SDRs. And the conversion that we get is between three to seven percent on the same accounts, right? And so if we now reach out to a thousand accounts, depending on the segment, we get …”
Matt Plank Sep 27, 2024 ▶ 5:01 The Revenue Playbook: Rippling’s Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank
SAASTR Assertion Not checkable as stated
Rippling's generalist reps lost early deals against Brex and Ramp
“And then once we had a core rep trying to sell as the 15th SKU and compete with a new logo rep at Brexer Ramp, like we were just getting our butts kicked. Like it wasn't, we were just like, this doesn't, like we couldn't iterate fast enough. We couldn't keep u…”
Matt Plank Sep 27, 2024 ▶ 21:02 The Revenue Playbook: Rippling’s Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank
SAASTR Assertion Not checkable as stated
Rippling doubled revenue per customer with zero drop in win rates
“We increased pricing pretty dramatically and nothing changed. Like the wind rates didn't go down at all. You know, we just started making two, three times more per customer.”
Matt Plank Dec 15, 2022 ▶ 26:02 SaaStr CRO Confidential: Founders Fund Partner Sam Blond + Rippling VP Sales Matt Plank
20VC Assertion Not checkable as stated
Plank: Top sales rep win rates max out at 30% to 40%
“Even the best sales reps I know, depending on whatever segment you're in, you know, their win rates are anywhere from 15, 20%, maybe 30, 40% of the absolute highest end.”
Matt Plank Dec 20, 2024 ▶ 2:40 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Plank: Prospect indecision is the primary cause of lost sales at Rippling
“You know, the number one reason why you lose a deal in most cases, at least at rippling, is indecision.”
Matt Plank Dec 20, 2024 ▶ 3:21 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Plank: Rippling's mid-market win rate is 20% and enterprise is 15%
“Mid market is probably around, you know, like 20 ish percents. And then I think enterprise is maybe closer to like 15%.”
Matt Plank Dec 20, 2024 ▶ 17:22 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Plank: Rippling's average mid-market deal size is $45,000
“Our average pep-em is like 60, 70 dollars pep-em across the customer base. So for our mid-market segment, selling to companies 50 to 250 employees, the average deal size is like 45 K.”
Matt Plank Dec 20, 2024 ▶ 19:19 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Plank: Upmarket is Rippling's fastest-growing segment, competing with Workday
“The fastest growing segment, for sure, is like our upmarket segment, like our, you know, we're moving that market, like very quickly and, you know, used to not compete with the workdays of the world. And now that's weren't a lot of deals with them.”
Matt Plank Dec 20, 2024 ▶ 48:15 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
20VC Assertion Supported
Rippling mandates three days a week in-office for staff
“If you're in an office, for us, anywhere in the country, like, you have to be in the office three days a week.”
Matt Plank Dec 20, 2024 ▶ 1:07:15 Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings
SAASTR Assertion Not checkable as stated
Software provisioning per new hire surged from 2-3 to 20-50 accounts
“If you think back to 10 years ago when you hired a sales rep, it was like maybe two to three accounts you would set up for them. It was like, here's your email and here's your, you know, video conference tool. And today when you hire a sales rep, there are pro…”
Matt Plank Dec 15, 2022 ▶ 9:44 SaaStr CRO Confidential: Founders Fund Partner Sam Blond + Rippling VP Sales Matt Plank
20VC 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
20VC 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
20VC 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
20VC 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
SAASTR Assertion Not checkable as stated
Plank: Rippling achieved 0.5% to 1% conversion on programmatic outbound
“At the time we were getting around like a 50 bips to one percent conversion on programmatic outbound. So we would reach out to a thousand accounts and we would get basically somewhere between five to 10 demos right through the programmatic outbound.”
Matt Plank Sep 27, 2024 ▶ 4:26 The Revenue Playbook: Rippling’s Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank
SAASTR Assertion Not checkable as stated
Plank: Rippling tied AM comp to retention and massively beat churn baselines
“And we're going to actually tie comp to retention as a number. And like, just dramatically changed the behavior and the impact and results this year. Like our baseline of churn and from the account management org is like just a number that we just massively be…”
Matt Plank Sep 27, 2024 ▶ 35:27 The Revenue Playbook: Rippling’s Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank
SAASTR Assertion Not checkable as stated
Early Rippling had no paying customers, selling exclusively to YC startups
“And so at that point we were really just selling to YC companies. Like we had come out of the recent winter batch. And so that was really what our top of funnel was selling to other YC companies in the batch. And we were really starting from zero. I mean, we h…”
Matt Plank Dec 15, 2022 ▶ 4:43 SaaStr CRO Confidential: Founders Fund Partner Sam Blond + Rippling VP Sales Matt Plank
SAASTR Assertion Not checkable as stated
Parker Conrad hustled a free Outreach seat for early Rippling
“Parker actually convinced Riley, who was, had moved over from Zenefits to Outreach to give us, like, a free seat in the early days which was a great play because we became a big customer of theirs.”
Matt Plank Dec 15, 2022 ▶ 6:44 SaaStr CRO Confidential: Founders Fund Partner Sam Blond + Rippling VP Sales Matt Plank
SAASTR Assertion Open · timeframe Dec 2022
Plank: Gusto generated huge early revenue through accounting channel partnerships
“We never had accountant partnerships when all of our competitors like Gusto, you know, had an enormous amount of their revenue in the early days came from the accounting channel.”
Matt Plank Dec 15, 2022 ▶ 13:21 SaaStr CRO Confidential: Founders Fund Partner Sam Blond + Rippling VP Sales Matt Plank
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