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Matt Plank

๐Ÿ‘ค Speaker
645 total appearances

Appearances Over Time

Podcast Appearances

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I think you find people like that, that they may top out at like their experience has only been a director of sales of the 20 person team or something. And it's like, you don't need more than that when you're building a company from scratch.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I think you find people like that, that they may top out at like their experience has only been a director of sales of the 20 person team or something. And it's like, you don't need more than that when you're building a company from scratch.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I think you find people like that, that they may top out at like their experience has only been a director of sales of the 20 person team or something. And it's like, you don't need more than that when you're building a company from scratch.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I think that's exactly right. I mean, in fact, I'll give you the perfect example. When Parker started Rippling, who's the first person he wanted to hire? It was Sam Blonde, right? He's like, I want Sam, come work here with me. And Sam was like, no, man, I can't do it again. And I started, Sam hired me at Zenefits and I started there as the 25th and Plaza account executive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I think that's exactly right. I mean, in fact, I'll give you the perfect example. When Parker started Rippling, who's the first person he wanted to hire? It was Sam Blonde, right? He's like, I want Sam, come work here with me. And Sam was like, no, man, I can't do it again. And I started, Sam hired me at Zenefits and I started there as the 25th and Plaza account executive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I think that's exactly right. I mean, in fact, I'll give you the perfect example. When Parker started Rippling, who's the first person he wanted to hire? It was Sam Blonde, right? He's like, I want Sam, come work here with me. And Sam was like, no, man, I can't do it again. And I started, Sam hired me at Zenefits and I started there as the 25th and Plaza account executive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I had kind of grown up in the underneath kind of like Sam at the org. And so When Parker was like, okay, Sam's not the guy who's going to come start in the basement again for a second time four years later, he immediately went to the tree. What's Plank doing? What's Jameson doing? Who built Gong for many years and now works at Rippling.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I had kind of grown up in the underneath kind of like Sam at the org. And so When Parker was like, okay, Sam's not the guy who's going to come start in the basement again for a second time four years later, he immediately went to the tree. What's Plank doing? What's Jameson doing? Who built Gong for many years and now works at Rippling.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

And so I had kind of grown up in the underneath kind of like Sam at the org. And so When Parker was like, okay, Sam's not the guy who's going to come start in the basement again for a second time four years later, he immediately went to the tree. What's Plank doing? What's Jameson doing? Who built Gong for many years and now works at Rippling.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I mean, look, like the first thing is, generally speaking, if you are successful on the whole journey, then there's only like one reason that you don't make it. Like if you're successful, it works. And Rippling has been fortunate to be successful. And like, yes, in some part, do I feel like I run sales and I own some of that? Yeah.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I mean, look, like the first thing is, generally speaking, if you are successful on the whole journey, then there's only like one reason that you don't make it. Like if you're successful, it works. And Rippling has been fortunate to be successful. And like, yes, in some part, do I feel like I run sales and I own some of that? Yeah.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

I mean, look, like the first thing is, generally speaking, if you are successful on the whole journey, then there's only like one reason that you don't make it. Like if you're successful, it works. And Rippling has been fortunate to be successful. And like, yes, in some part, do I feel like I run sales and I own some of that? Yeah.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

But like we've been successful for a million other reasons that are not me, right? The product that we built, the marketing team we have, all these other things, right? But I think when you are winning... like the reason that you top out and in some companies, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

But like we've been successful for a million other reasons that are not me, right? The product that we built, the marketing team we have, all these other things, right? But I think when you are winning... like the reason that you top out and in some companies, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

But like we've been successful for a million other reasons that are not me, right? The product that we built, the marketing team we have, all these other things, right? But I think when you are winning... like the reason that you top out and in some companies, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

Like they're winning, they're doing pretty well by all metrics, but then they're like, but we gotta go hire like a CRO because this person is like, you know, we're doing great, but we just, they're not gonna make it. 100% of the time is because you can't hire people Yeah, absolutely. that are all homegrown and organic. You're a 10, 20 million, whatever.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

Like they're winning, they're doing pretty well by all metrics, but then they're like, but we gotta go hire like a CRO because this person is like, you know, we're doing great, but we just, they're not gonna make it. 100% of the time is because you can't hire people Yeah, absolutely. that are all homegrown and organic. You're a 10, 20 million, whatever.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

Like they're winning, they're doing pretty well by all metrics, but then they're like, but we gotta go hire like a CRO because this person is like, you know, we're doing great, but we just, they're not gonna make it. 100% of the time is because you can't hire people Yeah, absolutely. that are all homegrown and organic. You're a 10, 20 million, whatever.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

You haven't hired anybody from outside the company really. You know them so well and you convince yourself that there are not gaps and they're all going to scale. And it's just like, they're not all going to scale.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank

You haven't hired anybody from outside the company really. You know them so well and you convince yourself that there are not gaps and they're all going to scale. And it's just like, they're not all going to scale.