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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

Founders definitely should not create the playbook, but I think founders wait too long to hire a go-to-market. And I think they do that because they feel like they can't hire a good salesperson potentially without a bunch of traction. The big mistake that people make as they transition to the next phase is people don't increase price into a point where they find friction.

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

Founders definitely should not create the playbook, but I think founders wait too long to hire a go-to-market. And I think they do that because they feel like they can't hire a good salesperson potentially without a bunch of traction. The big mistake that people make as they transition to the next phase is people don't increase price into a point where they find friction.

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

Founders definitely should not create the playbook, but I think founders wait too long to hire a go-to-market. And I think they do that because they feel like they can't hire a good salesperson potentially without a bunch of traction. The big mistake that people make as they transition to the next phase is people don't increase price into a point where they find friction.

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

Yeah, absolutely. Thanks for having me. Likewise, I've heard a lot of great things and watched a lot of great episodes on the podcast. So excited to join you.

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

Yeah, absolutely. Thanks for having me. Likewise, I've heard a lot of great things and watched a lot of great episodes on the podcast. So excited to join you.

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

Yeah, absolutely. Thanks for having me. Likewise, I've heard a lot of great things and watched a lot of great episodes on the podcast. So excited to join you.

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

Candidly, I've been in love with sales since I was selling wrapping paper in fifth grade and elementary school. And I think for me, It's always come from probably some part of competition, you know, wanting to sell stuff and kind of be number one on whatever leaderboard it was.

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

Candidly, I've been in love with sales since I was selling wrapping paper in fifth grade and elementary school. And I think for me, It's always come from probably some part of competition, you know, wanting to sell stuff and kind of be number one on whatever leaderboard it was.

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

Candidly, I've been in love with sales since I was selling wrapping paper in fifth grade and elementary school. And I think for me, It's always come from probably some part of competition, you know, wanting to sell stuff and kind of be number one on whatever leaderboard it was.

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 believe it or not, they get you primed for that in elementary school when you're selling wrapping paper or discount codes to your local stores or whatever. But then all the way through college, I was selling hot tubs and appliances at Sears and Cutco knives and really anything you could think of. It was a commission job. I was doing it from a pretty young age.

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 believe it or not, they get you primed for that in elementary school when you're selling wrapping paper or discount codes to your local stores or whatever. But then all the way through college, I was selling hot tubs and appliances at Sears and Cutco knives and really anything you could think of. It was a commission job. I was doing it from a pretty young age.

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 believe it or not, they get you primed for that in elementary school when you're selling wrapping paper or discount codes to your local stores or whatever. But then all the way through college, I was selling hot tubs and appliances at Sears and Cutco knives and really anything you could think of. It was a commission job. I was doing it from a pretty young age.

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

Do you think that people are born salespeople or do you think it's something that can be learned? I think there's a lot of people that are born that could be salespeople, you know, just given the kind of attitude that you have. And I think there are certainly some people who are born who probably don't, you know, would like run in the opposite direction from any sales job.

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

Do you think that people are born salespeople or do you think it's something that can be learned? I think there's a lot of people that are born that could be salespeople, you know, just given the kind of attitude that you have. And I think there are certainly some people who are born who probably don't, you know, would like run in the opposite direction from any sales job.

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

Do you think that people are born salespeople or do you think it's something that can be learned? I think there's a lot of people that are born that could be salespeople, you know, just given the kind of attitude that you have. And I think there are certainly some people who are born who probably don't, you know, would like run in the opposite direction from any sales job.

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 I think it comes from. you know, wanting to be competitive and being okay when you lose, because in sales, like, yes, of course you win, but you lose the majority of the time, really. And so I think there's a lot of dynamics that I think are, that you have to kind of have the right ingredients.

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 I think it comes from. you know, wanting to be competitive and being okay when you lose, because in sales, like, yes, of course you win, but you lose the majority of the time, really. And so I think there's a lot of dynamics that I think are, that you have to kind of have the right ingredients.

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 I think it comes from. you know, wanting to be competitive and being okay when you lose, because in sales, like, yes, of course you win, but you lose the majority of the time, really. And so I think there's a lot of dynamics that I think are, that you have to kind of have the right ingredients.

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 I think from there, you can certainly, you know, teach a lot of the skills that, you know, that make a good salesperson good. Do you think it's okay to be good with losing?

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 I think from there, you can certainly, you know, teach a lot of the skills that, you know, that make a good salesperson good. Do you think it's okay to be good with losing?

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