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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

Like zero credit that you know how to do X, Y, and Z. Like your job as a sales leader is to get everybody else to do that. And so like, you can't stand there and have like my team didn't execute and be feeling like, dude, I told them exactly what to do and like they didn't execute. You know what I mean? Like, it's not me. I got to get a new team or something.

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

It's like, your job is to make them execute. It's not to know what to do. You're the head of sales. Obviously you should know what to do. That's table stakes.

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

It's like, your job is to make them execute. It's not to know what to do. You're the head of sales. Obviously you should know what to do. That's table stakes.

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

It's like, your job is to make them execute. It's not to know what to do. You're the head of sales. Obviously you should know what to do. That's table stakes.

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

Up until literally 18 months ago, I'd say up until two years ago, 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, like marketing does a bunch of stuff, inbound SDR schedule them and like you just sit on, you know, go show up and you do four or five calls a day and like that's all you do.

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

Up until literally 18 months ago, I'd say up until two years ago, 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, like marketing does a bunch of stuff, inbound SDR schedule them and like you just sit on, you know, go show up and you do four or five calls a day and like that's all you do.

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

Up until literally 18 months ago, I'd say up until two years ago, 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, like marketing does a bunch of stuff, inbound SDR schedule them and like you just sit on, you know, go show up and you do four or five calls a day and like that's all you do.

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

Over time, we got to this, I mentioned this pinnacle point two years ago where AKA Ashley Kelly, we were like, oh my God, we have to do outbound. We hired her. We grew it from zero to 100, whatever. And we started to weave into the culture like, hey, as a sales rep, you should care about where your pipeline comes from, but they still don't own it. Outbound SDRs own the quota.

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

Over time, we got to this, I mentioned this pinnacle point two years ago where AKA Ashley Kelly, we were like, oh my God, we have to do outbound. We hired her. We grew it from zero to 100, whatever. And we started to weave into the culture like, hey, as a sales rep, you should care about where your pipeline comes from, but they still don't own it. Outbound SDRs own the quota.

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

Over time, we got to this, I mentioned this pinnacle point two years ago where AKA Ashley Kelly, we were like, oh my God, we have to do outbound. We hired her. We grew it from zero to 100, whatever. And we started to weave into the culture like, hey, as a sales rep, you should care about where your pipeline comes from, but they still don't own it. Outbound SDRs own the quota.

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

They schedule the demos. If you're a rep at Rippling, you have zero actual prospecting targets. And so over time, it was like the wholesale.

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

They schedule the demos. If you're a rep at Rippling, you have zero actual prospecting targets. And so over time, it was like the wholesale.

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

They schedule the demos. If you're a rep at Rippling, you have zero actual prospecting targets. And so over time, it was like the wholesale.

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 understand that belief. And I think that Rippling definitely will, of course, get to some scale and saturation of the market where that's kind of true. But I believe that it is critical to avoid that as long as you possibly can. And the reason why is we've done Outbound in 15, 20 different segments.

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 understand that belief. And I think that Rippling definitely will, of course, get to some scale and saturation of the market where that's kind of true. But I believe that it is critical to avoid that as long as you possibly can. And the reason why is we've done Outbound in 15, 20 different segments.

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 understand that belief. And I think that Rippling definitely will, of course, get to some scale and saturation of the market where that's kind of true. But I believe that it is critical to avoid that as long as you possibly can. And the reason why is we've done Outbound in 15, 20 different segments.

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 every single time there's a funnel of number of accounts you work, dials, emails, your call to connect rate, your connect the demo rate. There's this funnel that just, if you put all the things in the top, it just spits out demos. Right. Every single time we look at a new SDR team, somewhere in that funnel is broken. They're not doing enough of this, enough of that.

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 every single time there's a funnel of number of accounts you work, dials, emails, your call to connect rate, your connect the demo rate. There's this funnel that just, if you put all the things in the top, it just spits out demos. Right. Every single time we look at a new SDR team, somewhere in that funnel is broken. They're not doing enough of this, enough of that.

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 every single time there's a funnel of number of accounts you work, dials, emails, your call to connect rate, your connect the demo rate. There's this funnel that just, if you put all the things in the top, it just spits out demos. Right. Every single time we look at a new SDR team, somewhere in that funnel is broken. They're not doing enough of this, enough of that.

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

They're like called to connect. Like there's always some part of it and then you hammer it and you go fix it and you train on it. And then it turns green and like all of a sudden they spit out demos. And in my opinion, you can get an SDR org to do that way, way, way more effectively than you'll ever be able to get sales reps to do it.