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.

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Sales Recruiting Scale CTO Hire Sales Hiring 195

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 244

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 191

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 322

SaaStr

JANUARY 8, 2022

Scaling your sales team can be one of the hardest things to do in SaaS. How can SaaS companies retain BDR/ SDR talent? What’s the best way to help your sales team navigate today’s changing markets and changing priorities? And what’s the right time to fill crucial sales leadership roles?

Scale 274

Scale Sales Recruiting Sales Hiring Scaling 274

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.

Sales Hiring 311

Sales Hiring Sales Recruiting Scale Outbound Sales Team 311

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 290

Sales Recruiting Sales Hiring Scale Outsourced Development 290

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 274

Scale Part-Time VPE CTO Hire Fractional VPE 274

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 300

Social Media Sales Recruiting Scale Finance 300

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 332

SaaStr

FEBRUARY 25, 2021

Ah the VP of Sales. The first post is What a Great VP of Sales Actually Does. The second post is a script for you to use (and modify as you see fit) – 10 Great Questions to Ask a VP Sales Candidate. Just so you know, there are 48 Different Types of VP Sales. The toughest hire. Such a high failure rate.

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Sales Hiring Scale Sales Recruiting Sales 364

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 352

Part-Time VPE Sales Hiring CTO Hire Sales Recruiting 352

SaaStr

JUNE 22, 2021

The other day I saw a VP of Sales flame out and resign with no notice from a SaaS company doing $10m ARR growing quickly. So I thought it might be helpful to brush off the topic of alignment between Sales and Marketing by updating a classic post on the topic. What 3 factors/skills must every VP of sales possess?

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Sales Recruiting Scale Sales Hiring Revenue 313

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.

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Sales Recruiting Sales Hiring Scale Sales 255

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 352

Sales Hiring Sales Recruiting Scale Marketing 352

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 332

Sales Recruiting Sales Hiring Scale Sales 332

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 310

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 310

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 348

Part-Time VPE Sales Hiring Scale Sales Recruiting 348

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

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 291

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.

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Sales Recruiting Sales Hiring Scale Enterprise 246

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.

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Sales Recruiting Sales Hiring Scale Engineering 299

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.

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Sales Hiring Scale Sales Recruiting SaaS 302

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 349

Sales Hiring Sales Recruiting Scale Scaling 349

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.

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Sales Hiring Sales Recruiting Scale Technical Review 304

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 325

Part-Time VPE Sales Hiring Scale Sales Recruiting 325

SaaStr

MAY 31, 2021

I’ve also invested in 24+ next-generation SaaS companies, mostly successes, and had a chance to watch and learn from them as well, with a new lens. The skills I’ve learned are 90%+ transferrable to this generation of SaaS companies. Sales — Not Easier. I know how sales works much, much better.

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Sales Recruiting Sales Hiring Scale Branding 361

SaaStr

FEBRUARY 2, 2024

Typically on SaaStr.com, we try to focus our content on mistakes to avoid, lessons learned and how to scale faster, but for the CEO Summit, Jason addressed the audience with what’s most top of mind for him at the start of 2024. “I really think we are in a new world as managers and as leaders,” Jason said to kick things off.

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Sales Recruiting Trends Sales Hiring Software Review 313

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 274

Sales Recruiting Sales Hiring Scale SaaS 274

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 274

Sales Recruiting Technical Cofounder Scale Investment 274

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 261

Scale Sales Hiring Scaling Sales Recruiting 261

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

MAY 16, 2024

On the first episode of the Angles and Insight podcast, SaaStr Founder and CEO Jason Lemkin chats with Zapier CEO Wade Foster about the future of B2B SaaS in 2024 and beyond. He is a top VC in the industry and runs SaaStr, the largest SaaS event in the world. As a manager, you have to do things differently.

Sales Recruiting 292

Sales Recruiting AI Search B2B Sales Hiring 292

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 307

Sales Hiring Sales Recruiting Scale SMB 307

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!

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Scale Sales Recruiting CTO Hire New CTO 307

SaaStr

JULY 9, 2019

Join Anish Shivdasani, CEO of Giraffe, as he provides unique African experiences learned from scaling to 1M users. Giraffe is a mobile job matching platform that helps medium skilled workers get access to opportunities and helps businesses to recruit staff faster, and easier, and more affordably than any other way. How’s it guys?

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Scale Sales Recruiting Scaling SaaS Payments 223