SaaStr

JANUARY 3, 2024

Dear SaaStr: Should I Go Into SaaS Sales? If you aren’t sure you want to go into sales — don’t do it. Maybe in 2021, when many SaaS leaders were growing at simply unprecedented rates, could succeed in sales if you weren’t sure you wanted to sell. There’s usually a clear promotion path in a growing sales team.

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Sales Recruiting Sales SaaS Management 286

SaaStr

DECEMBER 16, 2020

We’ve talked a lot on SaaStr about how to make that critical hire: the VP Sales. You’ll end up with a crummy sales team under a mis-hire. We’ve posted a script to use when interviewing a VP Sales. And lessons learned on what a VP Sales really does. Job #1 is Recruiting. It all clicks.

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Sales Recruiting Sales Hiring Sales Engineering 360

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 187

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.

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Sales Recruiting Sales Hiring Scale Outsourced Development 284

SaaStr

NOVEMBER 25, 2020

We’ve talked a lot on SaaStr about how to hire a Great VP of Sales. And we’ll keep talking about it — so long as 70% of first-time VPs of Sales don’t make it 1 year. I wanted to take a moment to explore the flip-side … a guide to why first-time VPs of Sales that finally get their shot — fail.

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Sales Hiring Sales Recruiting Sales Headcount 359

Tom Tunguz

JULY 25, 2020

But I see this company structure more frequently across SaaS startups. In interviewing great CMOs , the product marketing leader is the first marketer most startups should recruit, and often the first key mishire. This makes sense. By hiring two focused people, the startup is free to find the best person in each role.

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Sales Recruiting Product Marketing Scale Sales Hiring 246

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 331

SaaStr

SEPTEMBER 17, 2020

Director+ of Sales at Slack / Zoom / DropBox / Pick Your Brand Name SaaS Company. Because it’s not ARR growth or even an IPO alone that determines if a VP of Sales him or herself is great. And there were probably 100+ RVPs of Sales at that point. Because often, the managers were given a team, or a lot of it.

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Sales Recruiting Sales Hiring Sales Interviewing 306

SaaStr

FEBRUARY 12, 2022

What was the first warning sign your VP of Sales wasn't going to work out? A lot of veteran SaaS revenue leaders protested, but most of them, upon reflecting on it, came to agree the point was right. A new VP of Sales doesn’t always double sales in 30 days — although it can happen in SMB sales.

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Sales Recruiting Sales Hiring Sales SaaS 269

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

JANUARY 8, 2022

We’ve talked a lot on SaaStr about how to hire a Great VP of Sales, and how you have to close the first 10 or so customers yourself, and how when you do go to hire your first sales rep — make sure you hire two. Use Recruiters and other paid channels. Here are 5 suggestions: 1. I doubt any will be good enough.

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Sales Recruiting Sales Hiring Sales Pricing 278

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

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 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

NOVEMBER 2, 2023

So we’ve spent a ton of time over the years on SaaS talking about hiring a great VP of Sales. Not only because it really matters, but because hiring the wrong VP of Sales can set you back a year — or longer. So many VPs of Sales disagree with me here — at least at first when I make the point.

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Sales Hiring Sales Recruiting Sales Interviewing 296

SaaStr

MAY 10, 2023

In this week’s episode of CRO Confidential, host Sam Blond, Partner at Founders Fund, continues a mini-series on founder-led sales with Colin Zima, founder and CEO of Omni. The post SaaStr CRO Confidential: Omni Founder Colin Zima on the Power of Leveraging Your Network for Sales and Recruiting (Pod 658 + Video) appeared first on SaaStr.

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Sales Recruiting Sales Hiring Social Media Sales 246

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.

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Sales Recruiting Sales Hiring Scale Sales 328

SaaStr

MAY 5, 2024

Dear SaaStr: How Do I Motivate a Sales Team Working Commission Only? While I am sure there are examples of “1099 reps” that have done extremely well, I haven’t seen it work in SaaS. If you’ve ever worked with a contingent recruiter, you’ll see this. It is really, really tough. It’s what folks are used to.

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Sales Recruiting Sales Hiring Sales SaaS 273

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 306

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 248

SaaStr

SEPTEMBER 8, 2024

When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc. This will allow you to be much more targeted with your messaging when reaching out and will help you optimize your sales funnel. Pricing is always evolving.

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Sales Recruiting Scale Venture Capital Sales Hiring 317

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 298

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

OCTOBER 9, 2024

Venture-Backed, the real differences How to Truly Go Long and Recruiting Management Teams Again and Again How the Bar Has Gone Way, Way Up in SaaS Today How Critical It is To Go Multiproduct On Time — Too Early is Bad, But Too Late is Bad, Too Take a watch and listen above.

Sales Recruiting 296

Sales Recruiting AI SaaS Sales 296

SaaStr

JUNE 26, 2023

Dear SaaStr: What’s the Best Way to Get Ahead in SaaS Sales? It is important to decide which of 3 life tracks you want to be on: Super-successful sales rep / individual contributor. Successful sales manager. I.e., become a VP of Sales someday. Leverage “sales” to become a founder, business owner , etc.

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Sales Recruiting Sales Hiring Sales SMB 258

SaaStr

MARCH 18, 2021

We’ve talked a lot about hiring a VP of Sales at SaaStr , and if you hire a stretch VP of Sales (as most of you will) … how much you can stretch. A related question is — just how quickly can you gain the requisite experience to be a true first time VP of Sales? of prior SDR experience at another SaaS company.

Sales Hiring 294

Sales Hiring Sales Recruiting SMB Sales 294

TechEmpower SaaS

MARCH 4, 2024

Key Functions with High Impact Generative AI is revolutionizing sales by enabling dynamic pricing and personalized customer interactions, boosting conversion rates and customer satisfaction. Post-sale, AI analyzes customer data to improve service and loyalty, making it a cornerstone of modern sales methodologies.

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Generative AI CTO Hire AI Sales Recruiting 443

SaaStr

FEBRUARY 26, 2021

Brendon Cassidy, my VP of Sales wrote a version of this piece a while back. I though an updated version of this would be good for founders thinking about hiring a VP of Sales … VPs of Sales themselves … and VPs-to-be to read — Jason, ed. … 10 Rules to Being a VP of Sales in a Startup.

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Sales Hiring Sales Recruiting Startup Sales 294

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.

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Sales Hiring Sales Recruiting Scale Marketing 351

SaaStr

MAY 29, 2022

So we’ve talked so much over the years on SaaStr on how to hire a great VP of Sales, the difference they’ll make, and how the level-up comes quickly. And VPs of Sales do, too. Don’t hire a VP of Sales that isn’t truly comfortable selling to your buyer persona, especially in B2D and fintech. Be careful.

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Sales Hiring Sales Recruiting Startup Sales 286

SaaStr

JULY 12, 2022

One of the first what How to Hire a Great VP of Sales at the New York Enterprise Tech Meet-Up (thank you to John Lehr and Work-Bench for setting this up). The Number One Thing You Can Do to Accelerate Your Business Post-Initial Traction is Hiring a Great VP of Sales. Then, we have this community in SaaS — SaaStr.

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Sales Hiring Part-Time VPE VP of Engineering Sales Recruiting 278

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.

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Part-Time VPE Sales Hiring CTO Hire Sales Recruiting 351

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 (!). Rather than seeing this as a liability, Wiz leveraged it as a strategic advantage — even in its sales team.

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Scale Sales Hiring Scaling Headcount 179

SaaStr

APRIL 4, 2024

Dear SaaStr: I’m Being Recruited by a Startup That Just Raised $5m. So how you can do your own diligence as the first senior sales exec going in? Ask to join a customer call and listen to a few Gong calls and see if you really believe you can level up things Way too many sales execs don’t do this. How Do I Vet Them?

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Sales Recruiting CTO Startup Sales 281

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.

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Social Media Sales Recruiting Scale Finance 293

SaaStr

DECEMBER 16, 2023

Dear SaaStr: What Are The Top 10 Things to Know Before Starting a SaaS Company? It takes 7–10 Years in SaaS to Get Anywhere. And 99% of SaaS companies will need 7–10 years to get to $100m ARR and beyond. You have to love, or at least commit to, recruiting constantly. Some SaaS companies start off with huge TAMs, for sure.

Part-Time VPE 288

Part-Time VPE CTO Hire Sales Recruiting VPCs (Virtual Private Cloud) 288