SaaStr

MARCH 18, 2025

” – Colin Jones, CRO Emeritus at Wiz You may have seen the news that Google is making its biggest acquisition — by far — of Cloud and SaaS security leader Wiz for a stunning $32 Billion (!). It’s an incredible look back on scaling and more: Colin Jones, first Chief Revenue Officer at Wiz.

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Scale Sales Hiring Scaling Headcount 169

SaaStr

JANUARY 24, 2021

2021 will be the year SaaS sales evolves the most since the Appexchange ecosystem started to take off ~15 years ago, which spawned the entire notion of a true sales app stack. The permanent move to distributed sales teams. Almost every SaaS VP of Sales and CRO I’ve talked to in the past few months isn’t going back.

Sales Recruiting 353

Sales Recruiting Scale Technical Review Sales 353

SaaStr

JANUARY 27, 2023

In particular, hiring for your sales team is critical in an uncertain economic outlook. Additionally, sales professionals looking for a new role should choose their next company wisely. Great Companies Attract Great Talent Blond and Braverman have enjoyed successful careers as sales leaders in high-performing companies.

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Sales Recruiting Sales Hiring Scale Compensation 243

SaaStr

MARCH 6, 2025

One of the classic original SaaStr posts was on the Top 10+ Questions to Ask a VP of Sales Candidate. It’s a different world today, AI-fueled, often distributed and hybrid, and with inflation both in titles (CRO or VP Sales) and compensation expectations. Use this updated script for hiring that first VP of Sales.

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Sales Recruiting Sales Hiring Scale Interviewing 177

SaaStr

SEPTEMBER 8, 2024

So just as supply chain logistics juggernaut Flexport was beginning to scale, founder CEO Ryan Petersen came to SaaStr Annual to share his top lessons — and mistakes. When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc.

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Sales Recruiting Scale Venture Capital Sales Hiring 317

SaaStr

MARCH 24, 2020

Nothing matters but recruiting and using your personal network. Sam Blond, CSO at Brex explains why recruiting, networking and employee happiness is the key to this playbook on recruiting your sales team. Sam Blond | Chief Sales Officer @ Brex. I’m doing The Playbook To Recruiting Your Sales Team.

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Sales Recruiting Sales Hiring Scale Underperforming Technical Team 177

SaaStr

MARCH 5, 2025

Codium is one of the fastest-growing startups in the AI coding assistant space, having scaled its go-to-market team from 3 to 75 in just under a year. Before hiring their first sales reps, the founders personally closed millions in revenue. Their strategy?

Sales Hiring 169

Sales Hiring Scale Sales Recruiting AI 169

SaaStr

FEBRUARY 25, 2025

Unparalleled Networking Opportunities SaaStr Annual brings together thousands of SaaS, Cloud and AI executives, founders, VCs, and industry leaders under one roof across our 40+ acre campus, May 13-15 in SF Bay! Finding and recruiting top talent is consistently ranked as one of the biggest challenges for growing SaaS companies.

Sales Recruiting 171

Sales Recruiting Scale CTO Hire Sales Hiring 171

SaaStr

JANUARY 5, 2024

In the latest episode of CRO Confidential, host Sam Blond, partner at Founders Fund and former CRO at Brex, sits down with Ashley Kelly, VP of Global Sales Development at Rippling. For context – Ashley had previously helped Sam scale Brex’s outbound sales from $2M to over $300M in ARR as Senior Director of SDR.

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Sales Hiring Sales Recruiting Scale Outbound Sales Team 305

SaaStr

MARCH 1, 2024

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders? In SaaS, once you have even a few million in ARR, the #1 challenge is recruiting top-tier VPs and building a truly top-tier management team: SaaS products mostly don’t sell themselves. Upsell and retention is an art, science and craft.

Scale 269

Scale Part-Time VPE CTO Hire Fractional VPE 269

SaaStr

JUNE 21, 2024

Sam Blond, the former CRO at Brex with 15 years in tech sales, took the stage at SaaStr Europa 2024 to share nine easy sales concepts that so many get wrong. Sam got his first job in tech sales as an SDR for Jason Lemkin’s company, EchoSign, which later sold to Adobe and launched his career. They did this right at Brex.

Sales Recruiting 283

Sales Recruiting Sales Hiring Scale Outsourced Development 283

SaaStr

SEPTEMBER 10, 2020

Perhaps the single most important thing you can ever do in SaaS, at least after $1m in ARR or so, is hire the best VPs you can. We’ve talked a lot over the years about how not to hire a wrong VP of Sales — 70%+ of the first VPs of Sales don’t make it even 10 months. Recruiting. But not all of them.

Part-Time VPE 351

Part-Time VPE Sales Hiring CTO Hire Sales Recruiting 351

SaaStr

SEPTEMBER 16, 2024

Onestream is the latest SaaS IPO. On the other hand, if I were selling sales and marketing tools, I’d be all over social media, especially LinkedIn. In the middle is recruiting. He didn’t see the value until he had to recruit at scale. It always helps with recruiting, done right. Bootstrapped to $100m ARR.

Social Media 293

Social Media Sales Recruiting Scale Finance 293

SaaStr

JANUARY 21, 2020

Justin Welsh, former SVP of Sales at PatientPop explains how he started in SaaS in 2009 as the second sales hire at Zocdoc. Justin used Sales Culture to grow a successful PatientPop team to 140 employees and 55 million in revenue. Justin Welsh | SVP Sales @ PatientPop. Want to see more content like this?

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Sales Recruiting Sales Hiring Scale Sales 322

SaaStr

MARCH 30, 2025

Dear SaaStr: What’s The Toughest Skill to Learn to Scale in B2B? You need to learn to become a parallel recruiter. To constantly, painfully, boring-ly be recruiting the next level of management and managers all the time. In SaaS, you need more VPs earlier. Doing 30+ interviews a month minimum.

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Scale Sales Recruiting B2B Sales Hiring 149

SaaStr

FEBRUARY 11, 2021

In SaaS, #1 most common misfire, with a bullet, is the VP/head of sales. It goes something like “You’ve Got to Get Past the Carcass of Your First VP of Sales” or “It’s The Second VP of Sales When You Really Start Selling” or variants thereof. Because in SaaS start-ups, it seems like the majority of first VP Sales fail.

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Sales Hiring Scale Sales Recruiting Sales 363

SaaStr

JANUARY 30, 2021

One of the starkest differences I see between First Timers in SaaS and Second Timers is when they hire their VP of Marketing. Most of us can’t afford to hire a VPM 12 months before we have our first customer, and we can’t survive through 10 sales reps without one. At least, no later than once you have 2 scaled sales reps.

Sales Hiring 351

Sales Hiring Sales Recruiting Scale Marketing 351

SaaStr

JANUARY 27, 2021

We’ve talked a ton on SaaStr over the years on how to make sure your VP of Sales and top hires really work out. We can pretty much summarize a lot of it into the following: Your VP of Sales should have lots of experience selling at your average ACV. for that type of sale. That they are the right ones. Ask who they are.

Sales Recruiting 328

Sales Recruiting Sales Hiring Scale Sales 328

SaaStr

AUGUST 9, 2023

My top mistakes as a SaaS founder/CEO: Not convincing the very, very, very best VPE I knew to join as our VPE. I had a great CTO, but I also needed a truly great VPE to scale past $10m ARR and deal with all those issues. Not becoming a better recruiter. But I was a sequential recruiter. I tried and I tried for years.

Part-Time VPE 246

Part-Time VPE Sales Recruiting CTO Scale 246

SaaStr

JANUARY 27, 2021

But I thought I’d take a stab at the Top 10 Pieces of Classic SaaS Advice … that, in my experience at least, are usually Just Plain Wrong. If a VP of Sales can’t improve things in one sales cycle or less — she never will. In one sales cycle, or less. SaaS compounds. Not always, but usually.

Part-Time VPE 347

Part-Time VPE Sales Hiring Scale Sales Recruiting 347

SaaStr

JANUARY 31, 2022

Having learned from thousands of customers and prospects, Sarah Lash, Envoy’s head of enterprise sales, will talk about what it takes to guide and scale enterprise sales programs during an uncertain future. In my first six months at Envoy , I grew the sales team from six to 17. Combine Strategies To Drive Sales.

Sales Recruiting 246

Sales Recruiting Sales Hiring Scale Enterprise 246

SaaStr

MARCH 5, 2021

Flock Safety’s Founder and CEO, Garrett Langley, and its VP of Growth, Alex Latraverse, know a bit about sales. Enough to go from 0 to 100 sales reps in about 18 months — and they’re looking to be well beyond 100 by the end of this month. Flock Safety is a hardware-enabled SaaS company dedicated to stopping crime.

Sales Recruiting 233

Sales Recruiting Sales Hiring Scale Sales 233

SaaStr

JULY 12, 2024

Scaling to $150M ARR and beyond is no simple task. Back then, remote first was a recruiting advantage. Will this change as Grafana Labs scales? But they’re still one of the last remaining open-source companies at scale. All they sold was the visualization layer with no sales team. How did it come to be?

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Scale Scaling Sales Hiring Sales Recruiting 284

SaaStr

JULY 20, 2024

The best SaaS companies Lightspeed has seen in their portfolio are maniacal about defining these key metrics and tracking them with specific targets in mind on a consistent basis. Work with Great Executive Recruiters ”The first time I saw an invoice for an executive search, I think I had a heart attack,” Shrav joked.

Sales Recruiting 292

Sales Recruiting Sales Hiring Scale Engineering 292

SaaStr

JUNE 23, 2020

Q: What’s the number one challenge for scale-up founders? In SaaS, it is recruiting your VPs and management team : SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. She can be your CTO forever.

Part-Time VPE 292

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 292

SaaStr

NOVEMBER 5, 2020

One of the biggest challenges in scaling a SaaS company has always been VP and SVP level talent. The companies that create the SVPs you’ll need, especially in Sales and Marketing, are still mostly based in the SF Bay Area. Especially, past $10m ARR and beyond. Even today. With SMBs, you can hack it a bit more.

Sales Hiring 348

Sales Hiring Sales Recruiting Scale Scaling 348

SaaStr

FEBRUARY 16, 2025

While competitors invested in huge sales teams, Atlassian actually restricted direct customer interaction. The “Reverse Channel” Effect Counterintuitive channel finding: Unlike traditional partner programs that start with recruitment, Atlassian let partners self-select by becoming power users first. The common thread?

Sales Recruiting 191

Sales Recruiting Marketplace as a Service Underperforming Technical Team Scale 191

SaaStr

SEPTEMBER 20, 2024

What are the top 10 mistakes founders are still making today when hiring their VP of Sales? In this post, we’ll delve into the common pitfalls founders encounter when hiring a VP of Sales. 1: You Can’t Stay Founder-Led Sales Forever. . #1: 1: You Can’t Stay Founder-Led Sales Forever. This one is newer.

Sales Hiring 297

Sales Hiring Sales Recruiting Scale Technical Review 297

SaaStr

DECEMBER 28, 2019

With all that behind you … let me challenge you to 10 SaaS New Year’s Resolutions. Enough with the excuses for not having hired your real VP of Sales, or that VP of Engineering, or whatever. Hire a real recruiter. It’s really all about deal size in most SaaS companies, not raw per seat or per unit pricing.

Part-Time VPE 321

Part-Time VPE Sales Hiring Scale Sales Recruiting 321

SaaStr

JUNE 14, 2020

One of the biggest changes since we started SaaStr is the massive number of SaaS veterans out there. The decade-long run of next-generation SaaS start-ups, and the explosion since 2015 of SaaS unicorns and decacorns has led to a lot of experienced execs on the market. Because SaaS is hard. This is great.

Sales Hiring 283

Sales Hiring Scale Sales Recruiting SaaS 283

SaaStr

APRIL 29, 2019

Either by yourself, or with a Sales Ops / Marketing Ops / Some Sort of Ops leader under you. Look for dashboards, strong project management, strong pipeline projection after $5m ARR. If you don’t see things getting more organized, that manager can’t scale. Inability to hire great Directors / managers under them.

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Sales Recruiting Sales Hiring Scale Management 278

SaaStr

JANUARY 25, 2021

I thought updating that list would create a useful checklist for things not to do in SaaS in the early days … since they are all avoidable. – My Top 10 Mistakes Starting An (Ultimately Successful) SaaS Company. – My Top 10 Mistakes Starting An (Ultimately Successful) SaaS Company. – Launching Too Early.

Sales Recruiting 269

Sales Recruiting Sales Hiring Scale SaaS 269

SaaStr

JUNE 27, 2024

What does it take to scale a team from 2 to more than 1,100 people in just a few short years? When Remote had 120 people two weeks into 2021, they planned to scale to 600 that year. At the same time, you want to give trust and power to people who recruit, and you do that by ensuring they understand what the culture is.

Scale 257

Scale Sales Hiring Scaling Sales Recruiting 257

SaaStr

AUGUST 30, 2022

This happens with some regularity in SaaS, I’ve learned (and to be clear: I’m not talking about any company I’ve invested in, am an advisor to, board member of, etc – Because when it’s still a very small team, with no true management team … co-founders can kind of hack it to $1m-$2m in ARR together.

Sales Recruiting 269

Sales Recruiting Technical Cofounder Scale Investment 269

SaaStr

MARCH 17, 2021

The other day, I met with a great founder who talked with me about how he was about to top his VP of Sales. in ARR in pretty short order, recruiting a great small team of reps under her, and had really nailed the formula. Time to get the management team in order. You’re going to need a whole series of sales managers.

Sales Hiring 300

Sales Hiring Sales Recruiting Scale SMB 300

Intercom, Inc.

SEPTEMBER 10, 2020

It’s an approach that’s served him well along the road to building the HubSpot sales team, where he was CRO for nine years. That experience led to his bestselling book, The Sales Acceleration Formula. A data-driven framework for scaling. Mark’s latest ebook, The Science of Scaling , outlines a precise framework for success.

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Scale Scaling Sales Recruiting Sales Hiring 227

SaaStr

JULY 14, 2022

What started as a simple WordPress blog in 2012 has now become the world’s largest community of SaaS executives, founders, and entrepreneurs. And SaaStr Europa brings 2,500+ SaaS execs, founders, and VCs together to Europe every summer. We were the first major SaaS event back in the SF Bay Area. SaaStr is turning 10!

Scale 300

Scale Sales Recruiting CTO Hire New CTO 300