SaaStr

JULY 10, 2021

Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.

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Sales Hiring Underperforming Technical Team Development Team Review CTO Hire 265

SaaStr

JUNE 1, 2021

Co-founder and CTO Dharmesh Shah shared with us how they got there — and the top mistakes they made — just 3 quarters after their IPO. You will fail if you: 1) try to build a suite of products out of the gate, 2) focus solely on SMBs, or 3) have an MBA. But of course, it wasn’t always quite that big!

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Part-Time VPE Technical Cofounder CTO Hire New CTO 297

SaaStr

SEPTEMBER 26, 2019

Building a sales team that can go from $0-$50M (Video + Transcript). Gaetan Gachet | SVP of Sales @Algolia. It’s an honor to be here with this mythical creature, this sales leader that goes from zero to 50 million in the same job. He has a whole French sales team and office that only speaks English in Paris.

Scale 150

Scale Sales Hiring Sales Recruiting Technical Advisors 150

SaaStr

SEPTEMBER 18, 2020

Immediately told them to hire 50 reps in a different city, in a different city, and they did. The CEO was deferential because that was 10 times what he’d ever raised before, and did all of it. Jason Lemkin: 50 reps in a new city that you’ve never met, and hired in 60 days when you’re in the low millions ARR.

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Sales Hiring CTO Hire Scale Investment 246

SaaStr

JUNE 26, 2024

Deals are contracting, not because of layoffs, but because people are managing budgets so tightly. It Takes Time To Bounce Back Jason was the first investor in RevenueCat , a company that automates mobile subscriptions on your phone. Maybe if you have the ex-CTO of Github, but that’s still a super speculative bet. in 12 months?

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CTO Hire AI Venture Capital Sales Hiring 148

Sales Hacker

JANUARY 21, 2020

This week on the Sales Hacker podcast, we speak with Angus Davis , VC and Partner at Foundation Capital. Subscribe to the Sales Hacker Podcast. SMB Sales & SDRs at (Smaller) Scale [18:20]. Sam Jacobs: Welcome to the Sales Hacker Podcast. We were part of the office of the CTO. We’re on iTunes.

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Payment Methods Scale CTO Coach SMB 63

OpenView Labs

MARCH 10, 2020

Adapting sales cycle expectations for the enterprise. Enterprise sales cycles are significantly longer and more complex than those of smaller customers. A lot of our clients want to target CTOs or C-level executives,” said Valentino Volonghi, CTO of AdRoll. That’s not always the best way to go, practically speaking.

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Enterprise Software Review CTO Hire Software 52

ChurnZero

DECEMBER 9, 2022

More and more people are hiring leaders, not for past experience, but for capability and capacity. We hire a third-party firm. Q: Based on your acquisition experience, are for-sale businesses focusing on the customer and NPS? We had to say: what does SMB want? I put all that together, and that’s the customer value.

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CTO Coach Customer Success VP of Engineering CTO Hire 52

Mucker Capital

APRIL 6, 2023

Obviously if you target enterprise customers, you usually have a very large ACV (Annual Contract Value) and the product usually is complex. Today, a lot of the PLG SaaS tools require sales motion upfront because nobody understands those tools. Those types of tools actually require work in the initial days of the sales motion.

Startup 52

Startup Scale CTO Hire Outsourced Development 52

SaaStr

MAY 27, 2024

Public valuations are still at a fraction of their 2021 peaks, but seed rounds are more expensive than ever. His best deals by cash are: Sales Loft : $2.5 He didn’t predict that Sales Loft, Pipe Drive, and Harry’s would be his top three cash returners. Is it sustainable? billion cash, $100 million ARR. billion cash.

CTO Hire 298

CTO Hire Development Team Review Software Review Technical Review 298

SaaStr

AUGUST 15, 2020

One, it starts high up in the sales process, right? You need to discover in the sales process. We’ve got a lot of training to do with our sales teams to get them to start to speak in these types of terms versus feature function. And again, if it’s not teed up correctly in sales, CS is already at a disadvantage.

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Payment Methods Merchant Services Scale Payments 274

SaaStr

DECEMBER 3, 2020

403: Sam Taylor is the VP of Sales and Success @ Loom, the startup that helps you get your message across by making it easy to record instantly shareable videos. As for Sam, prior to Loom, Sam spent over 4 years at Salesforce following their acquisition of Quip, a startup Salesforce acquired for $750M where Sam was also the 1st sales leader.

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Scale Sales Hiring Sales Recruiting Sales 253

SaaStr

MARCH 12, 2019

As for Erica, under her CRO role, she leads all go-to-market functions including Marketing, Sales, Operations, Customer Success, Services, and Support. How can founders know when is the right time to make the move from SMB to enterprise? How does the move to enterprise fundamentally impact the sales team?

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Scale Enterprise Scaling Sales Hiring 214

SaaStr

MAY 2, 2019

And then the sale will commence as far as the people and this was, we were multiple millions of dollars of revenue until I took the first call. That means lots and lots of hiring and I don’t want to say firing, we did fire anyone, but people get reshuffled, you know? Jonathan : Did you have to do any sort of big steps hiring wise?

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Scale Business Sales Hiring CTO Hire 208

SaaStr

MARCH 30, 2025

Co-founders Dharmesh Shah (CTO) and Brian Halligan (Chairperson) shared at SaaStr Annual the unfiltered truth on building an SMB powerhouse, pivoting to product-led growth, and why the “M” segment is SaaS gold. Enterprise sales cycles were painfully long with limited data points.

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Scale SMB Sales Hiring Scaling 201

Sales Hacker

DECEMBER 10, 2024

Martin brings a wealth of experience in building and scaling sales teams, developing effective go-to-market strategies, and navigating the challenges of startup growth. 14:58) The evolution of Levelset’s sales motion and pricing strategy. (29:06) 29:06) The importance of sales playbooks and codifying the sales process. (35:30)

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Scale Sales Hiring Scaling CTO Coach 116

SaaStr

JULY 19, 2019

Previously, Peter was also the CTO/CIO of CBS Interactive where he brought CBS into the cloud. At Sun, Peter was the CTO of the Liberty identity consortium that designed SAML 2. Why is it no longer to come into large enterprises with a small contract and expand? How has Peter found the transition from CTO to CEO this time?

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VP of Engineering CTO Hire Technical Review Sales Hiring 160